5-Bromopyridine-2-carboxylic acid → HCID 67215572, compound

HRID 1983200Notes

Reaction equation

HRID 1983200 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([NH:15][NH2:16])=[O:14].[Br:17][C:18]1[CH:19]=[CH:20][C:21]([C:24](O)=O)=[N:22][CH:23]=1>>[Br:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]2[O:14][C:13]([C:3]3[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[N:5][O:6][C:2]=3[CH3:1])=[N:15][N:16]=2)=[N:22][CH:23]=1

Participants

3

Reactant 2

HCID 6085445-Bromopyridine-2-carboxylic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215572HCID 67215572, compoundYield 39%

Procedure

As described for example 137a, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (4.14 g, 19.0 mmol) using 5-bromo-2-carboxy pyridine instead of 6-chloronicotinic acid was converted to the title compound (2.83 g, 39%) which was obtained as a brown solid. MS: m/e=385.1 [M+H]+.

Sources & evidence

ORD record
ord-23d488e5a65d470993d888993624390a
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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