5-Cyanopyridine-2-carboxylic acid → HCID 71059610, compound

HRID 1525186Notes

Reaction equation

HRID 1525186 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)[O:11][C:10]([CH3:20])([CH3:19])[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)[O:11][C:10]([CH3:19])([CH3:20])[CH2:9]2)[N:4]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86674114HCID 86674114, compound

Product 1

HCID 71059610HCID 71059610, compoundYield 78%

Procedure

The condensation of (R)-5′,5′-difluoro-2,2-dimethyl-5′,6′-dihydrospiro[chroman-4,4′-[1,3]oxazine]-2′,6-diamine (intermediate B7.3) and 5-cyanopicolinic acid yielded the title compound (78% yield) as a yellow solid. MS (ISP): m/z=428.3 [M+H]+.

Sources & evidence

ORD record
ord-2c8698aa5b5741e985bcd81f49a2c9ce
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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