5-Cyanopyridine-2-carboxylic acid → HCID 71059657, compound

HRID 1525160Notes

Reaction equation

HRID 1525160 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)[CH2:11][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)[CH2:11][CH2:10][CH2:9]2)[N:4]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86674108HCID 86674108, compound

Product 1

HCID 71059657HCID 71059657, compoundYield 38%

Procedure

The condensation of (R)-5′,5′-difluoro-3,4,5′,6′-tetrahydro-2H-spiro[naphthalene-1,4′-[1,3]oxazine]-2′,7-diamine (intermediate A7.1) and 5-cyanopicolinic acid yielded the title compound (38% yield) as a white solid. MS (ISP): m/z=398.2 [M+H]+.

Sources & evidence

ORD record
ord-2de9d6dfad814fda9faa0de8ec41aa17
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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