5-Methyl-3-phenylisoxazole-4-carbonyl chloride → HCID 58946090, compound

HRID 747859Notes

Reaction equation

HRID 747859 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](Cl)=[O:14].Cl.[NH2:17][CH2:18][C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][N:20]=1>>[C:23]([C:22]1[CH:25]=[CH:26][C:19]([CH2:18][NH:17][C:13]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:5][O:6][C:2]=2[CH3:1])=[O:14])=[N:20][CH:21]=1)#[N:24]

Participants

3

Reactant 2

HCID 856245-Methyl-3-phenylisoxazole-4-carbonyl chlorideHCID 219277836-(Aminomethyl)nicotinonitrile hydrochloride

Product 1

HCID 58946090HCID 58946090, compoundYield 93%

Procedure

As described for example 1a, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid chloride (0.266 g, 1.2 mmol) was converted, by using 6-aminomethyl-nicotinonitrile hydrochloride salt (0.17 g, 1 mmol) instead of 2-picolylamine, to the title compound (296 mg, 93%) which was obtained as a white solid. MS: m/e: 319.0 [M+H]+.

Sources & evidence

ORD record
ord-06bc5fcab60347a090d8c6984a9fd82d
Source dataset
uspto-grants-2008_07
Patent number
US07399769B2

Reaction notes

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