3,5-Difluoropyridine-2-carboxylic acid → HCID 53241660, compound

HRID 2424364Notes

Reaction equation

HRID 2424364 reaction equation
C(OC(=O)[NH:7][C:8]1[O:9][CH2:10][CH2:11][C@:12]([C:15]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1)(C)(C)C.[F:24][C:25]1[C:26]([C:32](O)=[O:33])=[N:27][CH:28]=[C:29]([F:31])[CH:30]=1>>[NH2:7][C:8]1[O:9][CH2:10][CH2:11][C@:12]([C:15]2[CH:20]=[C:19]([NH:21][C:32]([C:26]3[C:25]([F:24])=[CH:30][C:29]([F:31])=[CH:28][N:27]=3)=[O:33])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1

Participants

3

Reactant 2

HCID 27832623,5-Difluoropyridine-2-carboxylic acidHCID 67234727[(S)-4-(5-amino-2-fluoro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-carbamic acid tert-butyl ester

Product 1

HCID 53241660HCID 53241660, compound

Procedure

The coupling of [(S)-4-(5-amino-2-fluoro-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-carbamic acid tert-butyl ester from experiment F1 (R1=Me) and 3,5-difluoro-pyridine-2-carboxylic acid followed by deprotection using procedure H yielded the title compound.

Sources & evidence

ORD record
ord-cd55e71cc7dd4920b4bee617d69b445d
Source dataset
uspto-grants-2011_06
Patent number
US07964594B1

Reaction notes

Loading…