tert-butyl N-(5-aminopyridin-2-yl)carbamate → HCID 66715959, compound

HRID 2271649Notes

Reaction equation

HRID 2271649 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2Cl.[NH2:18][C:19]1[CH:20]=[CH:21][C:22]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[N:23][CH:24]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2[NH:18][C:19]1[CH:20]=[CH:21][C:22]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:30])([CH3:29])[CH3:31])=[N:23][CH:24]=1

Participants

3

Reactant 2

HCID 22064440tert-butyl N-(5-aminopyridin-2-yl)carbamateHCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone

Product 1

HCID 66715959HCID 66715959, compoundYield 72.8%

Procedure

Following General procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (311 mg, 1 mmol) was reacted with tert-butyl 5-aminopyridin-2-ylcarbamate (313 mg, 1.5 mmol) to afford the desired product (352 mg, 72%) as a yellow solid: ESI MS m/z 483 [C23H23BrN4O3+H]+.

Sources & evidence

ORD record
ord-2f2e0ef07eea4faeaab5549f0cb9c6f8
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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