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(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER

CAS No.
116026-98-3
Chemical Name:
(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER
Synonyms
Zinc04352714;3-(BOC-AMINO)-2-BROMOPYRIDINE;2-BROMO-3-N-BOC-AMINOPYRIDINE;TERT-BUTYL 2-BROMOPYRIDIN-3-YLCARBAMATE;tert-butyl N-(2-broMopyridin-3-yl)carbaMate;tert-Butyl 2-bromopyridin-3-ylcarbamate ,97%;2-bromo-3-[N-(t-butyloxycarbonylamino]pyridine;2-Bromo-3[N-(tert-butyloxycar-bonyl)amino]pyridine;N-(2-bromo-3-pyridinyl)carbamic acid tert-butyl ester;(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER
CBNumber:
CB8704971
Molecular Formula:
C10H13BrN2O2
Molecular Weight:
273.13
MDL Number:
MFCD07367911
MOL File:
116026-98-3.mol
Last updated:2025-07-24 18:13:44

(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER Properties

Melting point 84-85°C
Boiling point 298.9±25.0 °C(Predicted)
Density 1.453±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form solid
pka 12.00±0.70(Predicted)
Appearance Off-white to light yellow Solid
UNSPSC Code 12352106

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  22
WGK Germany  3
HazardClass  IRRITANT
HS Code  29333990

(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich ADE000357 (2-Bromo-pyridin-3-yl)-carbamic acid tert-butyl ester Aldrich 116026-98-3 1g $497 2025-07-31 Buy
TRC T204853 tert-Butyl2-Bromopyridin-3-ylcarbamate 116026-98-3 50mg $45 2021-12-16 Buy
TRC T204853 tert-Butyl2-Bromopyridin-3-ylcarbamate 116026-98-3 500mg $285 2021-12-16 Buy
Matrix Scientific 023790 (2-Bromo-pyridin-3-yl)-carbamic acidtert-butyl ester 97% 116026-98-3 250mg $73 2021-12-16 Buy
Matrix Scientific 023790 (2-Bromo-pyridin-3-yl)-carbamic acidtert-butyl ester 97% 116026-98-3 1g $184 2021-12-16 Buy
Product number Packaging Price Buy
ADE000357 1g $497 Buy
T204853 50mg $45 Buy
T204853 500mg $285 Buy
023790 250mg $73 Buy
023790 1g $184 Buy

(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER Chemical Properties,Uses,Production

Chemical Properties

White solid

Synthesis

3-Amino-2-bromopyridine

39856-58-1

Di-tert-butyl dicarbonate

24424-99-5

(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER

116026-98-3

Step 1: Synthesis of tert-butyl 2-bromopyridin-3-ylcarbamate (10a) To a solution of 2-bromopyridin-3-amine (3.0 g, 17.3 mmol) in tetrahydrofuran (THF, 30 mL) was slowly added lithium bis(trimethylsilyl)carbamate (1M, 35 mL, 35 mmol) at 0 °C. The reaction mixture was stirred at this temperature for 30 minutes. Subsequently, a solution of di-tert-butyl dicarbonate (Boc2O, 3.9 g, 17.3 mmol) in THF (20 mL) was added and the mixture was stirred at room temperature for 1.5 hours. Upon completion of the reaction, the reaction mixture was poured into 0.1 M hydrochloric acid (HCl) and extracted with ethyl acetate (EA). The organic layers were combined, washed with saturated saline (brine), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography (CC, petroleum ether/ethyl acetate = 5/1) to afford the target compound 10a (2.9 g, 62% yield) as a white solid.

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 16, p. 5032 - 5043
[2] Patent: WO2013/64231, 2013, A1. Location in patent: Page/Page column 51
[3] Patent: US2013/131036, 2013, A1. Location in patent: Paragraph 1676; 1677
[4] Patent: WO2013/62966, 2013, A2. Location in patent: Paragraph 203; 204
[5] Patent: WO2005/21529, 2005, A1. Location in patent: Page/Page column 31

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(2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER Spectrum

TERT-BUTYL 2-BROMOPYRIDIN-3-YLCARBAMATE (2-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER (2-BROMO-3-PYRIDINYL)CARBAMIC ACID, 1,1-DIMETHYL ETHYL ESTER 2-BROMO-3-N-BOC-AMINOPYRIDINE tert-Butyl 2-bromopyridin-3-ylcarbamate ,97% 2-Bromo-3[N-(tert-butyloxycar-bonyl)amino]pyridine Zinc04352714 tert-butyl N-(2-broMopyridin-3-yl)carbaMate 3-(BOC-AMINO)-2-BROMOPYRIDINE 2-bromo-3-[N-(t-butyloxycarbonylamino]pyridine N-(2-bromo-3-pyridinyl)carbamic acid tert-butyl ester Carbamic acid, N-(2-bromo-3-pyridinyl)-, 1,1-dimethylethyl ester (2-Bromo-pyridin-3-yl)-carbamic acid tert-butyl ester 116026-98-3 C10H13BrN2O2