5-Cyanopyridine-2-carboxylic acid → HCID 71059402, compound

HRID 1525162Notes

Reaction equation

HRID 1525162 reaction equation
[F:1][C:2]1([F:18])[CH2:7][O:6][C:5]([NH2:8])=[N:4][C@@:3]21[C:16]1[C:11](=[CH:12][CH:13]=[C:14]([NH2:17])[CH:15]=1)[CH2:10][CH2:9]2.[C:19]([C:21]1[CH:22]=[CH:23][C:24]([C:27](O)=[O:28])=[N:25][CH:26]=1)#[N:20]>>[NH2:8][C:5]1[O:6][CH2:7][C:2]([F:1])([F:18])[C@@:3]2([C:16]3[C:11](=[CH:12][CH:13]=[C:14]([NH:17][C:27](=[O:28])[C:24]4[CH:23]=[CH:22][C:21]([C:19]#[N:20])=[CH:26][N:25]=4)[CH:15]=3)[CH2:10][CH2:9]2)[N:4]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86674110HCID 86674110, compound

Product 1

HCID 71059402HCID 71059402, compoundYield 27%

Procedure

The condensation of (R)-5′,5′-difluoro-2,3,5′,6′-tetrahydrospiro[indene-1,4′-[1,3]oxazine]-2′,6-diamine (intermediate A7.3) and 5-cyanopicolinic acid yielded the title compound (27% yield) as an off-white solid. MS (ISP): m/z=384.2 [M+H]+.

Sources & evidence

ORD record
ord-a5a3536f15d448c6ae9df5393d2d474f
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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