5-Chloro-2-picolinic acid → HCID 71059792, compound

HRID 1525182Notes

Reaction equation

HRID 1525182 reaction equation
[F:1][C:2]1([F:19])[CH2:7][O:6][C:5]([NH2:8])=[N:4][C@@:3]21[C:17]1[C:12](=[CH:13][CH:14]=[C:15]([NH2:18])[CH:16]=1)[O:11][CH2:10][CH2:9]2.[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([C:27](O)=[O:28])=[N:25][CH:26]=1>>[NH2:8][C:5]1[O:6][CH2:7][C:2]([F:1])([F:19])[C@@:3]2([C:17]3[C:12](=[CH:13][CH:14]=[C:15]([NH:18][C:27](=[O:28])[C:24]4[CH:23]=[CH:22][C:21]([Cl:20])=[CH:26][N:25]=4)[CH:16]=3)[O:11][CH2:10][CH2:9]2)[N:4]=1

Participants

3

Reactant 2

HCID 27628725-Chloro-2-picolinic acidHCID 86674113HCID 86674113, compound

Product 1

HCID 71059792HCID 71059792, compoundYield 56%

Procedure

The condensation of (R)-5′,5′-difluoro-5′,6′-dihydrospiro[chroman-4,4′-[1,3]oxazine]-2′,6-diamine (intermediate B7.1) and 5-chloropicolinic acid yielded the title compound (56% yield) as a white solid. MS (ISP): m/z=409.2 [M+H]+.

Sources & evidence

ORD record
ord-17c41c05caf1421a9ae5c7e596e533ca
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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