3-Chloro-5-(trifluoromethyl)pyridine-2-carboxylic acid → HCID 53241555, compound

HRID 2424362Notes

Reaction equation

HRID 2424362 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.[Cl:24][C:25]1[C:26]([C:35](O)=[O:36])=[N:27][CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[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:35]([C:26]3[C:25]([Cl:24])=[CH:30][C:29]([C:31]([F:33])([F:32])[F:34])=[CH:28][N:27]=3)=[O:36])[CH:18]=[CH:17][C:16]=2[F:22])([CH3:14])[N:13]=1

Participants

3

Reactant 2

HCID 28219083-Chloro-5-(trifluoromethyl)pyridine-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 53241555HCID 53241555, 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-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid followed by deprotection using procedure H yielded the title compound. MS (ESI): m/z=431.0 [M+H]+.

Sources & evidence

ORD record
ord-5e206bcd271d46c19bee8638668e2037
Source dataset
uspto-grants-2011_06
Patent number
US07964594B1

Reaction notes

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