ChemicalBook CAS DataBase List (6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER

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

7synthesis methods

Product Name:(6-BROMO-2-PYRIDINYL)-CARBAMIC ACID,1,1-DIMETHYLETHYL ESTER
CAS Number:344331-90-4
Molecular formula:C10H13BrN2O2
Molecular Weight:273.13

19798-81-3 Synthesis

19798-81-3
424 suppliers
$5.00/1g

24424-99-5 Synthesis

24424-99-5
811 suppliers
$13.50/25G

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

344331-90-4
96 suppliers
$24.00/100mg

Yield: 97%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 72 h;Product distribution / selectivity;

Steps:

Step 1. Preparation of te/f-butyl 6-bromopyridin-2-ylcarbamateTo a solution of 6-bromopyridin-2-amine (3 g, 17.34 mmol), triethylamine (3.14 mL, 22.54 mmol) and DMAP (0.424 g, 3.47 mmol) in DCM (24 mL) was added slowly a solution of BOC-anhydride (4.83 mL, 20.81 mmol) in DCM (6 mL). The reaction mixture was stirred at ambient temperature for -24 hr. The mixture was diluted with water, brine and EtOAc. The separated aqueous layer was extracted with EtOAc. The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The resulting residue was purified by column chromatography providing te/f-butyl 6-bromopyridin-2- ylcarbamate as a white solid. Yield: 1.67 g. LCMS (m/z): 274.9 [M+H]+; Retention time = 0.95 min.

References:

NOVARTIS AG;ANTONIOS-MCCREA, William R.;BARSANTI, Paul A.;HU, Cheng;JIN, Xianming;LIN, Xiaodong;MARTIN, Eric J.;PAN, Yue;PFISTER, Keith B.;RENHOWE, Paul A.;SENDZIK, Martin;SUTTON, James;WAN, Lifeng WO2012/101066, 2012, A1 Location in patent:Page/Page column 77

21190-87-4 Synthesis