3-tert-Butylaniline → 4-bromo-N-(3-tert-butyl-phenyl)-2-methyl-benzamide

HRID 2190539Notes

Reaction equation

HRID 2190539 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH2:11])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[Br:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[C:15]([CH3:22])[CH:14]=1.BrC1C=CC(C(NC2C=CC=C(C(C)(C)C)C=2)=O)=CC=1F>>[Br:12][C:13]1[CH:21]=[CH:20][C:16]([C:17]([NH:11][C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:6]=2)=[O:18])=[C:15]([CH3:22])[CH:14]=1

Participants

4

Reactant 3

HCID 793343-tert-ButylanilineHCID 995704-Bromo-2-methylbenzoic acidHCID 593181654-Bromo-N-(3-tert-butyl-phenyl)-3-fluoro-benzamide

Product 1

HCID 593180964-bromo-N-(3-tert-butyl-phenyl)-2-methyl-benzamide

Procedure

4-Bromo-N-(3-tert-butyl-phenyl)-2-methyl-benzamide was synthesized from 3-tert-butyl-phenylamine and 4-bromo-2-methyl-benzoic acid in a manner similar to the one described in the synthesis of 4-bromo-N-(3-tert-butyl-phenyl)-3-fluoro-benzamide above. LCMS calcd for C18H20BrNO (m/e) 345, obsd 346 (M+H).

Sources & evidence

ORD record
ord-c0ed724e71884d3aafe3d57391b383be
Source dataset
uspto-grants-2012_12
Patent number
US08324385B2

Reaction notes

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