tert-Butyl-5-aminopyridin-2-ylmethylcarbamate

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tert-Butyl-5-aminopyridin-2-ylmethylcarbamate Basic information
Product Name:tert-Butyl-5-aminopyridin-2-ylmethylcarbamate
Synonyms:tert-butyl N-(5-aminopyridin-2-yl)-N-methylcarbamate;Carbamic acid, N-(5-amino-2-pyridinyl)-N-methyl-, 1,1-dimethylethyl ester;5-Amino-2-(N-Boc-N-methylamino)pyridine;tert-Butyl-5-aminopyridin-2-ylmethylcarbamate
CAS:1039055-46-3
MF:C11H17N3O2
MW:223.27
EINECS:
Product Categories:CHIRAL CHEMICALS
Mol File:1039055-46-3.mol
tert-Butyl-5-aminopyridin-2-ylmethylcarbamate Structure
tert-Butyl-5-aminopyridin-2-ylmethylcarbamate Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
AppearanceBrown to dark brown Solid
Safety Information
MSDS Information
tert-Butyl-5-aminopyridin-2-ylmethylcarbamate Usage And Synthesis
Synthesis
tert-butyl Methyl(5-nitropyridin-2-yl)carbaMate

1039055-45-2

TERT-BUTYL-5-AMINOPYRIDIN-2-YLMETHYLCARBAMATE

1039055-46-3

To a solution of methanol (25 mL) containing 0.40 g (1.58 mmol) of tert-butylmethyl (5-nitropyridin-2-yl) carbamate was added 0.4 g of 10% palladium/carbon catalyst. The reaction mixture was stirred under hydrogen atmosphere (40 g Hg pressure) for 4 hours. Upon completion of the reaction, the catalyst was removed by filtration through diatomaceous earth and the filtrate was concentrated to afford 0.36 g (97% yield) of 5-amino-2-(N-Boc-N-methylamino)pyridine, the product being a yellow oil. Its 1H NMR (DMSO-d6) data were as follows: δ 7.70 (dd, J = 2.9,0.5 Hz, 1H), 7.07 (d, J = 8.6 Hz, 1H), 6.93 (dd, J = 8.6,2.9 Hz, 1H), 3.12 (s, 3H), 1.39 (s, 9H).

References[1] Patent: US2010/249099, 2010, A1. Location in patent: Page/Page column 97
[2] Patent: US2011/9405, 2011, A1. Location in patent: Page/Page column 54-55
tert-Butyl-5-aminopyridin-2-ylmethylcarbamate Preparation Products And Raw materials
Raw materialstert-butyl Methyl(5-nitropyridin-2-yl)carbaMate-->Hydrogen-->Methanol
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