5-Cyanopyridine-2-carboxylic acid → HCID 53241004, compound
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C@:8]2([CH3:17])[C:13]([F:15])([F:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[C:18]([C:20]1[CH:21]=[CH:22][C:23]([C:26](O)=[O:27])=[N:24][CH:25]=1)#[N:19]>>[NH2:16][C:10]1[O:11][CH2:12][C:13]([F:15])([F:14])[C@:8]([C:4]2[CH:3]=[C:2]([NH:1][C:26]([C:23]3[CH:22]=[CH:21][C:20]([C:18]#[N:19])=[CH:25][N:24]=3)=[O:27])[CH:7]=[CH:6][CH:5]=2)([CH3:17])[N:9]=1Participants
3
Procedure
The condensation of (R)-4-(3-amino-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-4) and 5-cyano-pyridine-2-carboxylic acid following procedure I yielded the title compound as an off-white solid. MS (ISP): m/z=372.1 [M+H]+.
Sources & evidence
- ORD record
- ord-126350565e5e435ca8066da3b718d10e
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08389513B2
Reaction notes
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