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1-Boc-3-(cyanomethylene)azetidine

1-Boc-3-(cyanomethylene)azetidine structure

CAS No.: 1153949-11-1

Chemical Name:: 1-Boc-3-(cyanomethylene)azetidine

Synonyms: tert-butyl 3-(cyanoMethylene)azetidine-1-carboxylate;benzyl 3-(cyanomethylene)azetidine-1-carboxylate;3-Cyanomethylene-azetidine-1-carboxylic acid tert-butyl ester;Baricitinib-013;Baricitinib Impurity 10;tert-Butyl 3-(cyanomethylene);1-Boc-3-(cyanomethylene)azetidine;P-Hydroxy phenyl butanone (Raspberry ketone);1-Boc-3-(cyanomethylene)azetidine - [C12524];1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine

CBNumber:: CB22485423

Molecular Formula:: C10H14N2O2

Molecular Weight:: 194.23

MDL Number:: MFCD12761241

MOL File:: 1153949-11-1.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-04-24 14:58:50

Product description	Number	Pack Size	Price
1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine >95.0%(GC)	B5217	200mg	$37
1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine >95.0%(GC)	B5217	1g	$106
1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine	B117850	25g	$340
1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine	B117850	1g	$45
1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine,≥95%(GC)Hazmat ≥95%(GC)	42584	200MG	$53.15
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1-Boc-3-(cyanomethylene)azetidine Properties

Boiling point	309.7±35.0 °C(Predicted)
Density	1.215
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
form	powder to crystal
pka	-1.88±0.20(Predicted)
color	White to Orange to Green
InChI	InChI=1S/C10H14N2O2/c1-10(2,3)14-9(13)12-6-8(7-12)4-5-11/h4H,6-7H2,1-3H3
InChIKey	BESFCRTTXQYNBW-UHFFFAOYSA-N
SMILES	N1(C(OC(C)(C)C)=O)C/C(=C\C#N)/C1

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS06

Signal word

Danger

Hazard statements

H301+H311+H331-H315-H319

Precautionary statements

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

RIDADR

UN 3439 6.1/PG III

HazardClass

6.1

PackingGroup

III

HS Code

2933998090

NFPA 704

	0
3		0

1-Boc-3-(cyanomethylene)azetidine price More Price(20)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TCI Chemical	B5217	1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine >95.0%(GC)	1153949-11-1	200mg	$37	2026-04-30	Buy
TCI Chemical	B5217	1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine >95.0%(GC)	1153949-11-1	1g	$106	2026-04-30	Buy
TRC	B117850	1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine	1153949-11-1	25g	$340	2021-12-16	Buy
TRC	B117850	1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine	1153949-11-1	1g	$45	2021-12-16	Buy
Chem-Impex	42584	1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine,≥95%(GC)Hazmat ≥95%(GC)	1153949-11-1	200MG	$53.15	2021-12-16	Buy

Product number	Packaging	Price	Buy
B5217	200mg	$37	Buy
B5217	1g	$106	Buy
B117850	25g	$340	Buy
B117850	1g	$45	Buy
42584	200MG	$53.15	Buy

1-Boc-3-(cyanomethylene)azetidine Chemical Properties,Uses,Production

Uses

1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine is used in the synthesis of baricitinib via Horner-Emmons reaction of tert-butyl-oxoazetidine-carboxylate followed by sulfonamidation, nucleophilic addition. and subsequent Suzuki-coupling reaction.

Description

1-Boc-3-(cyanomethylene)azacyclobutane is an important pharmaceutical intermediate and a multifunctional structural unit, primarily used as a key intermediate in the synthesis of baricitinib, a JAK inhibitor used to treat rheumatoid arthritis and alopecia areata. The synthesis of baricitinib typically involves the Horner-Emmons reaction of this intermediate.

Uses

Synthesis

398489-26-4

50586-62-4

1153949-11-1

Under nitrogen protection, 24.8 g of cyanomethyl diethyl phosphate and 300 mL of anhydrous tetrahydrofuran were added to a 1000 mL four-necked flask. The reaction mixture was cooled to -15 to -10 °C under nitrogen protection and 128.5 mL of 1.0 M potassium tert-butanolate in tetrahydrofuran solution was slowly added while controlling the temperature below -5 °C. After addition, the reaction continued to be stirred at -10 to -5 °C for 3 hours. Subsequently, keeping the temperature below -5 °C, a tetrahydrofuran solution of 1-Boc-3-azetidinone was added slowly and dropwise (20.0 g 1-Boc-3-azetidinone dissolved in 67 mL of tetrahydrofuran). After dropwise addition, the reaction temperature was maintained at -10 to -5°C with continued stirring for 2 hours. Next, the reaction mixture was slowly warmed to 25 to 30 °C and stirred at this temperature for 16 hours. Upon completion of the reaction, the layers were separated by slowly adding 300 mL of 12.5% aqueous sodium chloride solution. The aqueous phase was extracted with 300 mL of ethyl acetate. The organic phases were combined and washed with 200 mL of brine. A final 20.65 g white solid product tert-butyl 3-(cyanomethylene)azetidine-1-carboxylate was obtained in 91% yield.

References

[1] Patent: CN108752254, 2018, A. Location in patent: Paragraph 0097-0099
[2] Patent: WO2013/36611, 2013, A1. Location in patent: Page/Page column 28; 29
[3] Patent: US2016/333015, 2016, A1. Location in patent: Paragraph 0055; 0056; 0081; 0082; 0105; 0106; 0134; 0135

1-Boc-3-(cyanomethylene)azetidine Preparation Products And Raw materials

Raw materials

1-Boc-3-azetidinone cyanomethyl diethyl phosphate (CYANOMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE Diethyl cyanomethylphosphonate Potassium tert-butoxide

Tetrahydrofuran

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Preparation Products

1-Boc-3-(cyanomethylene)azetidine Suppliers

Global( 228)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
SHANGHAI SAGACHEM CO., LTD.	+86-02168404722 +86-13816115801	david_si@shjlchem.com	China	217	58
Shaanxi Didu New Materials Co. Ltd	+8617792793228	1069@dideu.com	China	8401	58
Firsky International Trade (Wuhan) Co., Ltd	+8615387054039	admin@firsky-cn.com	China	427	58
Hangzhou ICH Biofarm Co., Ltd	+86-0571-28186870; +undefined8613073685410	sales@ichemie.com	China	1006	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	20124	58
Cangzhou Kangrui Pharma Tech Co. Ltd.,	+86-18632776803 +86-13833998158	cangzhoukangrui@126.com	China	773	58
Hefei Lbao Physical & Chemical Science Co.,Ltd	+15184799099	lbaochemicals@gmail.com	China	671	58
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1803	55
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21590	55
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	33024	60

Supplier	Advantage
SHANGHAI SAGACHEM CO., LTD.	58
Shaanxi Didu New Materials Co. Ltd	58
Firsky International Trade (Wuhan) Co., Ltd	58
Hangzhou ICH Biofarm Co., Ltd	58
Henan Fengda Chemical Co., Ltd	58
Cangzhou Kangrui Pharma Tech Co. Ltd.,	58
Hefei Lbao Physical & Chemical Science Co.,Ltd	58
Beijing Cooperate Pharmaceutical Co.,Ltd	55
Henan Tianfu Chemical Co.,Ltd.	55
ATK CHEMICAL COMPANY LIMITED	60

View Lastest Price from 1-Boc-3-(cyanomethylene)azetidine manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-05-01	1-Boc-3-(cyanomethylene)azetidine 1153949-11-1	US $0.00 / kg	1kg	98%	Customise	Hefei Lbao Physical & Chemical Science Co.,Ltd
2026-01-04	Tert-butyl 3-(cyanomethylene)azetidine-1-carboxylate 1153949-11-1	US $0.00-0.00 / kg	1kg	99.0%	20 tons	Hangzhou ICH Biofarm Co., Ltd
2025-12-01	1-Boc-3-(cyanomethylene)azetidine 1153949-11-1	US $0.00 / kg	1kg	99%	10000KGS	Shaanxi Dideu New Materials Co. Ltd

1-Boc-3-(cyanomethylene)azetidine
1153949-11-1
US $0.00 / kg
98%
Hefei Lbao Physical & Chemical Science Co.,Ltd

Tert-butyl 3-(cyanomethylene)azetidine-1-carboxylate
1153949-11-1
US $0.00-0.00 / kg
99.0%
Hangzhou ICH Biofarm Co., Ltd

1-Boc-3-(cyanomethylene)azetidine
1153949-11-1
US $0.00 / kg
99%
Shaanxi Dideu New Materials Co. Ltd

1-Boc-3-(cyanomethylene)azetidine Spectrum

1-Boc-3-(cyanomethylene)azetidine(1153949-11-1)¹HNMR

1153949-11-1(1-Boc-3-(cyanomethylene)azetidine)Related Search:

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tert-butyl 3-(4-(7-carbamoyl-2H-indazol-2-yl)phenyl)piperidine-1-carboxylate tert-butyl 2,2,4,8-tetraMethyl-1,2,3,4-tetrahydroquinolin-7-ylcarbaMate tert-butyl 2-(3-hydroxy-1-(2,2,2-trifluoroacetyl)azetidin-3-yl)piperidine-1-carboxylate

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1-Boc-3-(cyanomethylene)azetidine tert-butyl 3-(cyanoMethylidene)azetidine-1-carboxylate 3-(Cyanomethylene)-1-azetidinecarboxylic acid tert-butyl ester 1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine P-Hydroxy phenyl butanone (Raspberry ketone) tert-Butyl 3-(cyanomethylene) 1-(tert-Butoxycarbonyl)-3-(cyanomethylene)azetidine 1-Azetidinecarboxylic acid, 3-(cyanomethylene)-, 1,1-dimethylethyl ester Baricitinib Impurity 10 Baricitinib-013 benzyl 3-(cyanomethylene)azetidine-1-carboxylate 3-Cyanomethylene-azetidine-1-carboxylic acid tert-butyl ester ert-butyl3-(cyanomethylidene)azetidine-1-carboxylate 1-Boc-3-(cyanomethylene)azetidine - [C12524] tert-butyl 3-(cyanoMethylene)azetidine-1-carboxylate 1153949-11-1 1153649-11-1