5-(2,2-Difluoro-ethoxy)-pyridine-2-carboxylic acid → HCID 53240910, compound

HRID 1941831Notes

Reaction equation

HRID 1941831 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C@:8]2([CH3:17])[C:13]([F:15])([F:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[F:19][CH:20]([F:32])[CH2:21][O:22][C:23]1[CH:24]=[CH:25][C:26]([C:29](O)=[O:30])=[N:27][CH:28]=1>>[NH2:16][C:10]1[O:11][CH2:12][C:13]([F:14])([F:15])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:29]([C:26]3[CH:25]=[CH:24][C:23]([O:22][CH2:21][CH:20]([F:32])[F:19])=[CH:28][N:27]=3)=[O:30])[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1

Participants

3

Reactant 2

HCID 574758725-(2,2-Difluoro-ethoxy)-pyridine-2-carboxylic acidHCID 58304207(R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Product 1

HCID 53240910HCID 53240910, compound

Procedure

The condensation of (R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-1) and 5-(2,2-difluoro-ethoxy)-pyridine-2-carboxylic acid (CAS1097730-45-4, WO2009091016) following procedure I yielded the title compound as a white solid. MS (ISP): m/z=445.2 [M+H]+.

Sources & evidence

ORD record
ord-11a085eb17184ff2bdb9e31fc806db8e
Source dataset
uspto-grants-2013_03
Patent number
US08389513B2

Reaction notes

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