(R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine → HCID 178421646, compound
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.[Cl:19][C:20]1[C:24]([CH:25]2[CH2:27][CH2:26]2)=[N:23][NH:22][C:21]=1[C:28](O)=[O:29]>>[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:28]([C:21]3[NH:22][N:23]=[C:24]([CH:25]4[CH2:26][CH2:27]4)[C:20]=3[Cl:19])=[O:29])[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1Participants
3
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 4-chloro-5-cyclopropyl-2H-pyrazole-3-carboxylic acid following procedure I yielded the title compound as a white foam. MS (ISP): m/z=428.3 [M+H]+.
Sources & evidence
- ORD record
- ord-3fe46111782448d6a5432a780c9e2c1a
- Source dataset
- uspto-grants-2013_03