Acetyl chloride → HCID 57462736, compound

HRID 252904Notes

Reaction equation

I.[NH:2]1[CH2:6][CH2:5][N:4]=[C:3]1[NH:7][CH:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+].[C:28](Cl)(=[O:30])[CH3:29].C(OCC)(=O)C>CN(C)C=O.O>[C:16]1([CH:8]([NH:7][C:3]2[N:4]([C:28](=[O:30])[CH3:29])[CH2:5][CH2:6][N:2]=2)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 457 mg (4,5-dihydro-1H-imidazol-2-yl)-(1,2-diphenylethyl)-amine hydroiodide (1.16 mmol) and 400 mg potassium carbonate (2.9 mmol) in 20 ml dimethylformamid was treated with 83 mg acetyl chloride (1.06 mmol) and heated up to 50° C. for 6 hours. Aqueous work-up with ethyl acetate and water yielded a crude that was purified by column chromatography on silica gel to give 70 mg product (0.23 mmol, 22%).

Workup

customwas purified by column chromatography on silica gel

Sources & evidence

ORD record: ord-3aba2459824146cea651f36c68d5337f
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07871960B2

Reaction notes

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