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

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Products Intro: Product Name:N-Boc-2-Amino-6-bromopyridine
CAS:344331-90-4
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CAS:344331-90-4
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Products Intro: Product Name:6-Bromo-2-tert-butoxycarbonylaminopyridine
CAS:344331-90-4
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Products Intro: Product Name:tert-butyl N-(6-bromopyridin-2-yl)carbamate
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Products Intro: Product Name:6-Bromo-2-tert-butoxycarbonylaminopyridine
CAS:344331-90-4
(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER Basic information
Product Name:(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER
Synonyms:6-BROMO-2-TERT-BUTOXYCARBONYLAMINO-PYRIDINE;(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER;N-Boc-2-AMino-6-broMopyridine;Carbamic acid,N-(6-bromo-2-pyridinyl)-,1,1-dimethylethyl ester;tert-Butyl 6-bromopyridin-2-ylcarbamate;t-butyl N-(6-bromo-2-pyridinyl)carbamate;(6-BroMo-pyridin-2-yl)-carbaMic acid tert-butyl ester;2-(BOC-AMino)-6-broMopyridine
CAS:344331-90-4
MF:C10H13BrN2O2
MW:273.13
EINECS:
Product Categories:pharmacetical
Mol File:344331-90-4.mol
(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER Structure
(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
pka11.89±0.70(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HS Code 2933399990
MSDS Information
(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER Usage And Synthesis
Synthesis
2-Amino-6-bromopyridine

19798-81-3

Di-tert-butyl dicarbonate

24424-99-5

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

344331-90-4

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 Preparation Products And Raw materials
Raw materials6-(DI-BOC-AMINO)-2-BROMOPYRIDINE-->2-Amino-6-bromopyridine-->tert-Butanol-->Di-tert-butyl dicarbonate-->6-Bromopicolinic acid-->Carbonic acid, bis(1,1-dimethylethyl) ester-->PHOSGENE
Tag:(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

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