1-Phenethylamine, (-)- → HCID 69912556, compound

HRID 1057918Notes

Reaction equation

HRID 1057918 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([C@@H:21]([NH2:23])[CH3:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[C:15]1([C@@H:21]([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])[CH3:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 758181-Phenethylamine, (-)-HCID 6060377-Methoxy-1-benzofuran-2-carboxylic acid

Product 1

HCID 69912556HCID 69912556, compound

Procedure

Substantially the same procedure as in Example 219 was repeated using a starting material, 7methoxybenzofuran-2-carboxylic acid, and 1-(S)-phenylethylamine to give N-[1-(S)-phenylethyl]-7-methoxybenzofuran-2-carboxamide (Compound 359a). Successively, it was formylated to give N-[1-(S)-phenylethyl]-4-formyl-7-methoxybenzofuran-2-carboxamide (Compound 359b), then compound 359b was reacted with methylamine hydrochloride to give compound 359 as a white solid.

Sources & evidence

ORD record
ord-d3aa146eb96b465d86b452082c1642b2
Source dataset
uspto-grants-2003_02
Patent number
US06514996B2

Reaction notes

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