5-fluoropyridine-2-carboxylic Acid → HCID 71059421, compound

HRID 1525164Notes

Reaction equation

HRID 1525164 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.[F:19][C:20]1[CH:21]=[CH:22][C:23]([C:26](O)=[O:27])=[N:24][CH:25]=1>>[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:26](=[O:27])[C:23]4[CH:22]=[CH:21][C:20]([F:19])=[CH:25][N:24]=4)[CH:15]=3)[CH2:10][CH2:9]2)[N:4]=1

Participants

3

Reactant 2

HCID 27628765-fluoropyridine-2-carboxylic AcidHCID 86674110HCID 86674110, compound

Product 1

HCID 71059421HCID 71059421, compoundYield 17%

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-fluoropicolinic acid yielded the title compound (17% yield) as an off-white solid. MS (ISP): m/z=377.2 [M+H]+.

Sources & evidence

ORD record
ord-57dfd1f5df57464692e79b2e0df0df15
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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