2-[3-(3-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-isoindole-1,3-dione → C-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-yl]-methylamine

HRID 331900Notes

Reaction equation

HRID 331900 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][N:14]3C(=O)C4C(=CC=CC=4)C3=O)=[C:11]([CH3:25])[O:10][N:9]=2)=[CH:4][CH:3]=1.FC1C=C(C2C(CN3C(=O)C4C(=CC=CC=4)C3=O)=C(C)ON=2)C=CC=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][NH2:14])=[C:11]([CH3:25])[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 671575752-[3-(3-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-isoindole-1,3-dioneHCID 671580562-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-isoindole-1,3-dione

Product 1

HCID 28750529C-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-yl]-methylamineYield 54%

Procedure

As described for example 167b, 2-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-isoindole-1,3-dione (5.9 mg, 18 mmol), instead of 2-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethyl]-isoindole-1,3-dione, was converted to the title compound (2.0 g, 54%) which was obtained as a light yellow oil. MS: m/e=190.3 [M+H]+.

Sources & evidence

ORD record
ord-0b16b280a8644473b9f0a1bf761f4dcf
Source dataset
uspto-grants-2014_11
Patent number
US08877782B2

Reaction notes

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