Acetic Anhydride → N-[1,1-dimethyl-2-(6-methyl-1H-indol-3-yl)-ethyl]-acetamide

HRID 646054Notes

Reaction equation

[CH3:1][C:2]([NH2:15])([CH3:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17].C(N(CC)CC)C>ClCCl>[CH3:14][C:2]([NH:15][C:16](=[O:18])[CH3:17])([CH3:1])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[NH:6][CH:5]=1

Participants

Conditions

Temperature: 22 °C

Procedure

A solution of 1,1-dimethyl-2-(6-methyl-1H-indol-3-yl)-ethylamine (2 mmole, prepared according to Lit. 2) and acetic anhydride (2.2 mmole) in dichloromethane (3 ml) was treated with triethylamine (6 mmole) and the mixture was stirred at 22° C. for 18 h. The mixture was washed with aqueous hydrochloric acid (1N), the organic layer was dried and evaporated to give N-[1,1-dimethyl-2-(6-methyl-1H-indol-3-yl)-ethyl]-acetamide as a brownish solid. MS: 243.2 ([M−H]−).

Workup

washThe mixture was washed with aqueous hydrochloric acid (1N)
customthe organic layer was dried
customevaporated

Sources & evidence

ORD record: ord-876d7c68f52a437eba79f8fc38848296
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07705034B2

Reaction notes

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