5-Cyanopyridine-2-carboxylic acid → HCID 71112644, compound

HRID 876382Notes

Reaction equation

HRID 876382 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C@:8]2([CH2:17][F:18])[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](=[O:29])[C:25]3[CH:24]=[CH:23][C:22]([C:20]#[N:21])=[CH:27][N:26]=3)[CH:3]=[CH:4][C:5]=2[F:19])([CH2:17][F:18])[N:9]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86712811HCID 86712811, compound

Product 1

HCID 71112644HCID 71112644, compoundYield 74%

Procedure

In a manner analogous to that described in Example 1, the condensation of (S)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-fluoromethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate F8.1) and 5-cyanopicolinic acid yielded the title compound (35 mg, 74% yield) as a light yellow foam. MS (ISP): m/z=408.4 [M+H]+.

Sources & evidence

ORD record
ord-718f191e25b044388073abd9ec5a29dd
Source dataset
uspto-grants-2015_03
Patent number
US08987255B2

Reaction notes

Loading…