5-Chloro-2-picolinic acid → HCID 71059455, compound

HRID 1525163Notes

Reaction equation

HRID 1525163 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.[Cl: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]([Cl:19])=[CH:25][N:24]=4)[CH:15]=3)[CH2:10][CH2:9]2)[N:4]=1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 86674110HCID 86674110, compound

Product 1

HCID 71059455HCID 71059455, compoundYield 16%

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-chloropicolinic acid yielded the title compound (16% yield) as an off-white solid. MS (ISP): m/z=393.0 [M+H]+.

Sources & evidence

ORD record
ord-74843e00282149c2987f7303eca47ff0
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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