5-Cyanopyridine-2-carboxylic acid → HCID 71059480, compound

HRID 1525161Notes

Reaction equation

HRID 1525161 reaction equation
[F:1][C:2]1([F:21])[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)[C:11]([CH3:20])([CH3:19])[CH2:10][CH2:9]2.[C:22]([C:24]1[CH:25]=[CH:26][C:27]([C:30](O)=[O:31])=[N:28][CH:29]=1)#[N:23]>>[NH2:8][C:5]1[O:6][CH2:7][C:2]([F:1])([F:21])[C@@:3]2([C:17]3[C:12](=[CH:13][CH:14]=[C:15]([NH:18][C:30](=[O:31])[C:27]4[CH:26]=[CH:25][C:24]([C:22]#[N:23])=[CH:29][N:28]=4)[CH:16]=3)[C:11]([CH3:19])([CH3:20])[CH2:10][CH2:9]2)[N:4]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86674109HCID 86674109, compound

Product 1

HCID 71059480HCID 71059480, compoundYield 65%

Procedure

The condensation of (R)-5′,5′-difluoro-4,4-dimethyl-3,4,5′,6′-tetrahydro-2H-spiro[naphthalene-1,4′-[1,3]oxazine]-2′,7-diamine (intermediate A7.2) and 5-cyanopicolinic acid yielded the title compound (65% yield) as a pale yellow solid. MS (ISP): m/z=426.0 [M+H]+.

Sources & evidence

ORD record
ord-cce46340891143a286daa3fbf61fdc76
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

Loading…