5-Cyanopyridine-2-carboxylic acid → HCID 53240914, compound

HRID 1941835Notes

Reaction equation

HRID 1941835 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([F:19])[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.[C:20]([C:22]1[CH:23]=[CH:24][C:25]([C:28](O)=[O:29])=[N:26][CH:27]=1)#[N:21]>>[NH2:16][C:10]1[O:11][CH2:12][C:13]([F:15])([F:14])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:28]([C:25]3[CH:24]=[CH:23][C:22]([C:20]#[N:21])=[CH:27][N:26]=3)=[O:29])[CH:3]=[C:4]([F:19])[C:5]=2[F:18])([CH3:17])[N:9]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 67233971HCID 67233971, compound

Product 1

HCID 53240914HCID 53240914, compound

Procedure

The condensation of (R)-4-(5-amino-2,3-difluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-2) and 5-cyano-pyridine-2-carboxylic acid following procedure I yielded the title compound as a light yellow solid. MS (ISP): m/z=408.3 [M+H]+.

Sources & evidence

ORD record
ord-3b4691b4958b4448af900527da6db196
Source dataset
uspto-grants-2013_03
Patent number
US08389513B2

Reaction notes

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