5-Cyanopyridine-2-carboxylic acid → HCID 71059646, compound

HRID 1525183Notes

Reaction equation

HRID 1525183 reaction equation
[F:1][C:2]1([F:19])[CH2:7][O:6][C:5]([NH2:8])=[N:4][C@@:3]21[C:17]1[C:12](=[CH:13][CH:14]=[C:15]([NH2:18])[CH:16]=1)[O:11][CH2:10][CH2:9]2.[C:20]([C:22]1[CH:23]=[CH:24][C:25]([C:28](O)=[O:29])=[N:26][CH:27]=1)#[N:21]>>[NH2:8][C:5]1[O:6][CH2:7][C:2]([F:1])([F:19])[C@@:3]2([C:17]3[C:12](=[CH:13][CH:14]=[C:15]([NH:18][C:28](=[O:29])[C:25]4[CH:24]=[CH:23][C:22]([C:20]#[N:21])=[CH:27][N:26]=4)[CH:16]=3)[O:11][CH2:10][CH2:9]2)[N:4]=1

Participants

3

Procedure

The condensation of (R)-5′,5′-difluoro-5′,6′-dihydrospiro[chroman-4,4′-[1,3]oxazine]-2′,6-diamine (intermediate B7.1) and 5-cyanopicolinic acid yielded the title compound (74% yield) as a yellow solid. MS (ISP): m/z=400.2 [M+H]+.

Sources & evidence

ORD record
ord-6733e1b120fc4e30b56fdd9edbb19c5a
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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