4-Tert-Butylaniline → N-(4-t-butylphenyl)-7-methoxybenzofuran-2-carboxamide

HRID 2084807Notes

Reaction equation

HRID 2084807 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([C:12]([OH:14])=O)=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[C:15]([C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1)([CH3:18])([CH3:17])[CH3:16]>>[C:15]([C:19]1[CH:20]=[CH:21][C:22]([NH:23][C:12]([C:9]2[O:10][C:11]3[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=3[CH:8]=2)=[O:14])=[CH:24][CH:25]=1)([CH3:18])([CH3:16])[CH3:17]

Participants

3

Reactant 2

HCID 698614-Tert-ButylanilineHCID 6060377-Methoxy-1-benzofuran-2-carboxylic acid

Product 1

HCID 22734191N-(4-t-butylphenyl)-7-methoxybenzofuran-2-carboxamide

Procedure

Substantially the same procedure as in Example 219 was repeated using a starting material, 7-methoxybenzofuran-2-carboxylic acid, and 4-t-butylaniline to give N-(4-t-butylphenyl)-7-methoxybenzofuran-2-carboxamide (Compound 389a). Successively, it was formylated to give N-(4-t-butylphenyl)-4-formyl-7-methoxybenzofuran-2-carboxamide (Compound 389b), then compound 389b was reacted with cyclobutylamine to give compound 389 as a white solid.

Sources & evidence

ORD record
ord-257f5c8e8c034d7889cd7b3dfc88d096
Source dataset
uspto-grants-2004_04
Patent number
US06716987B1

Reaction notes

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