(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER Chemical Properties

Boiling point:

299.3±25.0 °C(Predicted)

Density 

1.453±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

11.89±0.70(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2933399990

(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER Usage And Synthesis

Synthesis

Step 1. Synthesis of 6-bromo-2-Boc-aminopyridine: To a solution of dichloromethane (24 mL) containing 6-bromopyridin-2-amine (3 g, 17.34 mmol), triethylamine (3.14 mL, 22.54 mmol), and DMAP (0.424 g, 3.47 mmol) was slowly added a solution of dichloromethane (6 mL) containing di-tert-butyl dicarbonate (4.83 mL, 20.81 mmol). 20.81 mmol) to a solution of dichloromethane (6 mL). The reaction mixture was stirred at room temperature for about 24 hours. Upon completion of the reaction, the reaction mixture was diluted with water, saturated saline and ethyl acetate. The aqueous layer was separated and extracted with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to give 6-bromo-2-tert-butoxycarbonylaminopyridine as a white solid. Yield: 1.67 g. LCMS (m/z): 274.9 [M+H]+; Retention time: 0.54 min (major peak), 0.95 min.

References

[1] Patent: WO2012/101066, 2012, A1. Location in patent: Page/Page column 77
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 24, p. 8709 - 8715
[3] Patent: WO2017/205536, 2017, A2. Location in patent: Page/Page column 193; 194
[4] Patent: WO2004/113331, 2004, A1. Location in patent: Page 68
[5] Patent: WO2006/53791, 2006, A2. Location in patent: Page/Page column 39-40

(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER(344331-90-4)Related Product Information

• Carbamic acid, N-(4-bromo-2,6-difluorophenyl)-, 1,1-dimethylethyl ester
• Tert-butyl (4-bromo-2,3-dimethylphenyl)carbamate
• 4-CHLORO-(N-BOC)ANILINE 97
• (4-Bromo-2-fluoro-5-methyl-phenyl)-carbamic acid tert-butyl ester
• N-BOC-4-broMo-3-Methylaniline
• 2-BOC-AMINO-4-BROMOTOLUENE
• Carbamic acid, N-(4-bromo-2,5-difluorophenyl)-, 1,1-dimethylethyl ester
• (5-BROMO-PYRIDIN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER
• N-(3-Iodo-5-methylpyridin-2-yl)pivalamide
• tert-Butyl (2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)biscarbamate
• tert-Butyl[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin -2-yl]carbamate
• (2-Bromo-5-methyl-phenyl)-carbamic acid tert-butyl ester
• CARBAMIC ACID, (5-BROMO-4-METHYL-2-PYRIDINYL)-,1,1-DIMETHYLETHYL ESTER
• TERT-BUTYL 4-BROMO-2-CHLOROPHENYLCARBAMATE
• Carbamic acid, (3-chloro-4-fluorophenyl)-, 1,1-dimethylethyl ester
• 2-(Boc-amino)-5-bromopyridine
• tert-butyl 4-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-ylcarbaMate
• tert-butyl (4-Bromo-2,6-difluorophenyl)biscarbamate