5-Cyanopyridine-2-carboxylic acid → HCID 71059446, compound

HRID 1525188Notes

Reaction equation

HRID 1525188 reaction equation
[F:1][C:2]1([F:20])[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)[CH2:12][CH2:11][CH2:10]2.[C:21]([C:23]1[CH:24]=[CH:25][C:26]([C:29](O)=[O:30])=[N:27][CH:28]=1)#[N:22]>>[NH2:9][C:5]1[CH2:6][O:7][CH2:8][C:2]([F:1])([F:20])[C@@:3]2([C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][C:29](=[O:30])[C:26]4[CH:25]=[CH:24][C:23]([C:21]#[N:22])=[CH:28][N:27]=4)[CH:17]=3)[CH2:12][CH2:11][CH2:10]2)[N:4]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86674116HCID 86674116, compound

Product 1

HCID 71059446HCID 71059446, compoundYield 37%

Procedure

The condensation of (R)-6′,6′-difluoro-3,4,6′,7′-tetrahydro-2H,2′H-spiro[naphthalene-1,5′-[1,4]oxazepine]-3′,7-diamine (intermediate C4.1) and 5-cyanopicolinic acid yielded the title compound (37% yield) as an off-white solid. MS (ISP): m/z=412.2 [M+H]+.

Sources & evidence

ORD record
ord-4886175460ea4ea3bdcd5b939b15d9a1
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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