Acetyl chloride → N-(3-(1-Methylpiperidin-4-yl)-1H-indol-5-yl)acetamide

Reaction equation

[CH2:1]([O-:3])[CH3:2].Cl.Cl.[NH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]2[CH:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1.C(Cl)(=O)C>>[C:1]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]2[CH:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 86751892HCID 86751892, compound

Product 1

HCID 22611622N-(3-(1-Methylpiperidin-4-yl)-1H-indol-5-yl)acetamideYield 78.3%

Procedure

Beginning with 2.00 gm (5.74 mMol) 5-amino-3-(1-methyl-piperidin-4-yl)-1H-indole dihydrochloride ethanolate and 1.13 gm (25.8 mMol) acetyl chloride, 1.22 gm (78.3%) of the title compound were recovered as a white powder.

Sources & evidence

ORD record: ord-db3c884292b145689256773e952eebde
Source dataset: uspto-grants-1998_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05708008

Reaction notes

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