ChemicalBook--->CAS DataBase List--->344331-90-4

344331-90-4

344331-90-4 Structure

344331-90-4 Structure
IdentificationBack Directory
[Name]

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

344331-90-4
[Synonyms]

Cholest-5-en-3-ol,(7α)-
N-Boc-2-AMino-6-broMopyridine
2-(BOC-AMino)-6-broMopyridine
tert-Butyl 6-bromopyridin-2-ylcarbamate
t-butyl N-(6-bromo-2-pyridinyl)carbamate
tert-butyl N-(6-bromopyridin-2-yl)carbamate
6-BROMO-2-TERT-BUTOXYCARBONYLAMINO-PYRIDINE
Benzenemethanesulfonylchloride,9-(trifluoromethyl)-
(6-BroMo-pyridin-2-yl)-carbaMic acid tert-butyl ester
(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER
Carbamic acid,N-(6-bromo-2-pyridinyl)-,1,1-dimethylethyl ester
[Molecular Formula]

C10H13BrN2O2
[MDL Number]

MFCD07367929
[MOL File]

344331-90-4.mol
[Molecular Weight]

273.13
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

6-(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
Spectrum DetailBack Directory
[Spectrum Detail]

(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER(344331-90-4)1HNMR
Hazard InformationBack Directory
[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
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