5-Cyanopyridine-2-carboxylic acid → HCID 71059865, compound

HRID 1525193Notes

Reaction equation

HRID 1525193 reaction equation
[F:1][C:2]1([F:26])[CH2:8][O:7][CH2:6][C:5]([NH2:9])=[N:4][C@@:3]21[C:18]1[C:13](=[CH:14][CH:15]=[C:16]([NH2:19])[CH:17]=1)[O:12][CH:11]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:10]2.[C:27]([C:29]1[CH:30]=[CH:31][C:32]([C:35](O)=[O:36])=[N:33][CH:34]=1)#[N:28]>>[NH2:9][C:5]1[CH2:6][O:7][CH2:8][C:2]([F:1])([F:26])[C@@:3]2([C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][C:35](=[O:36])[C:32]4[CH:31]=[CH:30][C:29]([C:27]#[N:28])=[CH:34][N:33]=4)[CH:17]=3)[O:12][CH:11]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:10]2)[N:4]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86674118HCID 86674118, compound

Product 1

HCID 71059865HCID 71059865, compound

Procedure

The condensation of (2RS,4R)-6′,6′-difluoro-2-phenyl-6′,7′-dihydro-2′H-spiro[chroman-4,5′-[1,4]oxazepine]-3′,6-diamine (intermediate C4.3) and 5-cyanopicolinic acid yielded the title compound as an off-white solid. MS (ISP): m/z=490.2 [M+H]+. In a manner analogous to that described in Example 19, the following compounds were obtained:

Sources & evidence

ORD record
ord-dc108e3d265547df912e8999d6b75783
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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