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ChemicalBook >> CAS DataBase List >>N-Tosyl-5-bromo-4,7-diazaindole

N-Tosyl-5-bromo-4,7-diazaindole

N-Tosyl-5-bromo-4,7-diazaindole Structure
N-Tosyl-5-bromo-4,7-diazaindole structure
CAS No.
1201186-54-0
Chemical Name:
N-Tosyl-5-bromo-4,7-diazaindole
Synonyms
2-BroMo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine;5H-Pyrrolo[2,3-b]pyrazine, 2-bromo-5-[(4-methylphenyl)sulfonyl]-;Upatinib Impurity 2;Upadacitinib Impurity 2;Upadacitinib Impurity 45;N-Tosyl-5-bromo-4,7-diazaindole;Glycerol(Glycerophosphoric acid);3-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine;2-BROMO-5-(P-TOLYLSULFONYL)-5H-PYRROLO[2,3-B]PYRAZINE;2-bromo-5-(4-methylphenyl)sulfonylpyrrolo[2,3-b]pyrazine
CBNumber:
CB62470216
Molecular Formula:
C13H10BrN3O2S
Molecular Weight:
352.21
MDL Number:
MFCD12964053
MOL File:
1201186-54-0.mol
MSDS File:
SDS
Last updated:2024-04-07 18:44:46
Request For Quotation

N-Tosyl-5-bromo-4,7-diazaindole Properties

Boiling point 499.6±55.0 °C(Predicted)
Density 1.68±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka -2.22±0.30(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

N-Tosyl-5-bromo-4,7-diazaindole price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B679303 2-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine 1201186-54-0 1g $270 2021-12-16 Buy
TRC B679303 2-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine 1201186-54-0 2.5g $550 2021-12-16 Buy
ChemScene CS-W009203 2-Bromo-5-[(4-methylphenyl)sulfonyl]-5H-pyrrolo[2,3-b]pyrazine 1201186-54-0 10g $608 2021-12-16 Buy
Matrix Scientific 073334 N-Tosyl-5-bromo-4,7-diazaindole 95+% 1201186-54-0 1g $639 2021-12-16 Buy
ChemScene CS-W009203 2-Bromo-5-[(4-methylphenyl)sulfonyl]-5H-pyrrolo[2,3-b]pyrazine 1201186-54-0 1g $120 2021-12-16 Buy
Product number Packaging Price Buy
B679303 1g $270 Buy
B679303 2.5g $550 Buy
CS-W009203 10g $608 Buy
073334 1g $639 Buy
CS-W009203 1g $120 Buy

N-Tosyl-5-bromo-4,7-diazaindole Chemical Properties,Uses,Production

Uses

N-Tosyl-5-bromo-4,7-diazaindole is an intermediate of upadacitinib, known asupadacitinib intermediate, or upadacitinib impurity 2. As an inhibitor of Janus kinase1, upadacitinib selectively inhibits Janus kinase1 for immune system diseases such as psoriatic arthritis, rheumatoid arthritis, and Crohn's disease[1-3].

Preparation

A solution of anhydrous DMF (272 mL) dissolved with 2-bromo-5H-pyrrolo[2,3-b]pyrazine (78.0 g, 394 mmol) was configured. The temperature is maintained at 0-5 °C (within which the subsequent reaction has been maintained), and the solution was droppedly added to the sodium (12.8 g, 532 mmol) anhydrous DMF (543 mL) suspension in the stirred state within 60 minutes. The solution turned brown and the reaction solution was stirred for about 30 min. Then, within 60 minutes, anhydrous DMF (272 mL) dissolved with p-toluenesulfonyl chloride (94.0 g, 492 mmol) was added. After stirring the mixed solution for about 1 h, it was heated to ambient temperature and stirred for about 18 h. Slowly pour the reaction mixture into ice water (6 L) and added 2.5 N NaOH in water (50.0 mL, 125 mmol). Filter the sediment to collect and stirred 3 times with cold water (200 mL). Finally, the collected products were filtered and dried to a constant weight in a vacuum oven at about 55 °C to obtain N-Tosyl-5-bromo-4,7-diazaindole (134.6 g, 97%).
N-Tosyl-5-bromo-4,7-diazaindole

Safety

N-Tosyl-5-bromo-4,7-diazaindole can cause skin irritation, severe eye irritation, and possibly respiratory irritation.

References

[1] Yael Ross, Marina Magrey, Use of upadacitinib in the treatment of psoriatic arthritis, Immunotherapy, 2021, 13.
[2] Lina Serhal, Christopher J Edwards, Upadacitinib for the treatment of rheumatoid arthritis, Expert Review of Clinical Immunology, 2018, 15,13-25.
[3] Eleni Kotsiliti, Upadacitinib therapy for Crohn’s disease, Nature Reviews Gastroenterology & Hepatology, 2023, 20, 483.

N-Tosyl-5-bromo-4,7-diazaindole synthesis

875781-43-4
98-59-9
1201186-54-0
Synthesis of N-Tosyl-5-bromo-4,7-diazaindole from 5-Bromo-4,7-diazaindole and Tosyl chloride

N-Tosyl-5-bromo-4,7-diazaindole Preparation Products And Raw materials

Raw materials

5-Bromo-4,7-diazaindole 5-[(4-methylphenyl)sulfonyl]-5H-Pyrrolo[2,3-b]pyrazin-2-amine 5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine Tosyl chloride

Preparation Products

tert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate

N-Tosyl-5-bromo-4,7-diazaindole Suppliers

Global( 167)Suppliers
Supplier Tel Email Country ProdList Advantage
Golden Pharma Co., Limited
+undefined18958062155 sales@zjgoldpharm.com China 5905 58
Hangzhou ICH Biofarm Co., Ltd 		+86-0571-28186870; +undefined8613073685410 sales@ichemie.com China 985 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 18219 58
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32686 60
Anhui Dexinjia Biopharm Co., Ltd 		+86-531-82375887 +86-15064153060 sales01@ahdxj.com China 292 58
Accela ChemBio Inc. 		(+1)-858-699-3322 info@accelachem.com United States 19965 58
Alchem Pharmtech,Inc. 		8485655694 sales@alchempharmtech.com United States 63711 58
Shanghai Jinghao Pharmaceutical Co.,Ltd 		+86-21-68900963 sales@jinghaopharma.com CHINA 153 58
Shanghai Yingrui Biopharma Co.,Ltd 		21-33585366 export01@shyrchem.com CHINA 1320 58
career henan chemical co 		+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Supplier Advantage
Golden Pharma Co., Limited
58
Hangzhou ICH Biofarm Co., Ltd 		58
Henan Fengda Chemical Co., Ltd 		58
ATK CHEMICAL COMPANY LIMITED 		60
Anhui Dexinjia Biopharm Co., Ltd 		58
Accela ChemBio Inc. 		58
Alchem Pharmtech,Inc. 		58
Shanghai Jinghao Pharmaceutical Co.,Ltd 		58
Shanghai Yingrui Biopharma Co.,Ltd 		58
career henan chemical co 		58

Related articles

View Lastest Price from N-Tosyl-5-bromo-4,7-diazaindole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine pictures 2024-04-30 2-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine
1201186-54-0
 US $300.00-7500.00 / KG 0.1KG 98% 5MT per month Anhui Dexinjia Biopharm Co., Ltd
N-Tosyl-5-bromo-4,7-diazaindole pictures 2024-04-11 N-Tosyl-5-bromo-4,7-diazaindole
1201186-54-0
 US $5.00-0.10 / KG 1KG 98% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Upadacitinib Impurity 45 pictures 2024-04-07 Upadacitinib Impurity 45
1201186-54-0
 US $0.00-0.00 / mg 10mg 0.98 10g ShenZhen H&D Pharmaceutical Technology Co., LTD

1201186-54-0(N-Tosyl-5-bromo-4,7-diazaindole)Related Search:

1-Pyrrolidinecarboxylic acid, 3-(2-bromoacetyl)-4-ethyl-, phenylmethyl ester, (3S,4S)- 1-Pyrrolidinecarboxylic acid, 3-[2-[(ethoxycarbonyl)[5-[(4-methylphenyl)sulfonyl]-5H-pyrrolo[2,3-b]pyrazin-2-yl]amino]acetyl]-4-ethyl-, phenylmethyl ester, (3S,4S)- 1-Pyrrolidinecarboxylic acid, 3-(2-chloroacetyl)-4-ethyl-, phenylmethyl ester, (3R,4S)- INDEX NAME NOT YET ASSIGNED 5-Bromo-4,7-diazaindole
N-Tosyl-5-bromo-4,7-diazaindole 2-Bromo-5-[(4-methylphenyl)sulfonyl]-5H-pyrrolo[2,3-b]pyrazine 2-BROMO-5-(P-TOLYLSULFONYL)-5H-PYRROLO[2,3-B]PYRAZINE 2-bromo-5-(4-methylphenyl)sulfonylpyrrolo[2,3-b]pyrazine 2-bromo-5-(4-methylbenzenesulfonyl)-5H-pyrrolo[2,3-b]pyrazine Upadacitinib Impurity 2 2-BroMo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine 5H-Pyrrolo[2,3-b]pyrazine, 2-bromo-5-[(4-methylphenyl)sulfonyl]- Glycerol(Glycerophosphoric acid) 3-Bromo-5-tosyl-5H-pyrrolo[2,3-b]pyrazine Upadacitinib Impurity 45 Upatinib Impurity 2 1201186-54-0 Azaindoles