5-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acid → HCID 71667886, compound

HRID 2178154Notes

Reaction equation

HRID 2178154 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:20])=[C:6]([C@:8]2([CH3:19])[CH2:13][C@@H:12]([C:14]([F:17])([F:16])[F:15])[O:11][C:10]([NH2:18])=[N:9]2)[CH:7]=1.[F:21][C:22]([F:35])([F:34])[CH2:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([C:31](O)=[O:32])=[N:29][CH:30]=1>>[NH2:18][C:10]1[O:11][C@H:12]([C:14]([F:16])([F:17])[F:15])[CH2:13][C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:31](=[O:32])[C:28]3[CH:27]=[CH:26][C:25]([O:24][CH2:23][C:22]([F:35])([F:34])[F:21])=[CH:30][N:29]=3)[CH:3]=[CH:4][C:5]=2[F:20])([CH3:19])[N:9]=1

Participants

3

Reactant 2

HCID 574758545-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acidHCID 71663148(4S,6S)-4-(5-amino-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Product 1

HCID 71667886HCID 71667886, compound

Procedure

The coupling of (4S,6S)-4-(5-amino-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (XI-1) and 5-(2,2,2-trifluoroethoxy)picolinic acid [D. Banner et al. WO2010128058 (2010)] following General Procedure G yielded the title compound as a colorless amorphous solid. MS: m/z=495.4 [M+H]+.

Sources & evidence

ORD record
ord-1abf2e97c37f4ee2bd018d1710282a6a
Source dataset
uspto-grants-2015_06
Patent number
US09067926B2

Reaction notes

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