3-Phenylpropylamine → N-(3-phenylpropyl)-7-methoxybenzofuran-2-carboxamide

HRID 2084796Notes

Reaction equation

HRID 2084796 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]1([CH2:21][CH2:22][CH2:23][NH2:24])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[C:15]1([CH2:21][CH2:22][CH2:23][NH:24][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:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 162593-PhenylpropylamineHCID 6060377-Methoxy-1-benzofuran-2-carboxylic acid

Product 1

HCID 22734240N-(3-phenylpropyl)-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 3-phenylpropylamine to give N-(3-phenylpropyl)-7-methoxybenzofuran-2-carboxamide (Compound 239a). Successively, it was formylated to give N-(3-phenylpropyl)-4-formyl-7-methoxybenzofuran-2-carboxamide (Compound 239b), then compound 239b was reacted with cyclobutylamine to give compound 239 as a white solid.

Sources & evidence

ORD record
ord-c276b7224d3347b4869d5cda80233d8d
Source dataset
uspto-grants-2004_04
Patent number
US06716987B1

Reaction notes

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