Diethyl Ether → 2-(4-Dimethylamino-4-phenylcyclohexyl)-N-[5-(1H-indol-3-yl)pentyl]-acetamide hydrochloride

HRID 908976Notes

Reaction equation

HRID 908976 reaction equation
[CH3:1][N:2]([CH3:33])[C:3]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:8][CH2:7][CH:6]([CH2:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:11])[CH2:5][CH2:4]1.[Cl:34][Si](C)(C)C.CCOCC>CC(CC)=O>[ClH:34].[CH3:33][N:2]([CH3:1])[C:3]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:8][CH2:7][CH:6]([CH2:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:11])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6397ChlorotrimethylsilaneHCID 115911272-(4-Dimethylamino-4-phenylcyclohexyl)-N-[5-(1H-indol-3-yl)pentyl]-acetamide

Product 1

HCID 115911262-(4-Dimethylamino-4-phenylcyclohexyl)-N-[5-(1H-indol-3-yl)pentyl]-acetamide hydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-(4-Dimethylamino-4-phenylcyclohexyl)-N-[5-(1H-indol-3-yl)pentyl]-acetamide (112 mg, 0.25 mmol) was dissolved in ethyl methyl ketone (5 ml), and chlorotrimethylsilane (0.048 ml, 0.38 mmol) was added. After 1 h ether (15 ml) was added to the reaction mixture. The product was obtained as a pink-coloured solid in a yield of 90% (108 mg).

Workup

  1. customThe product was obtained as a pink-coloured solid in a yield of 90% (108 mg)

Sources & evidence

ORD record
ord-27c6fd51e62a42f0913fe3c496006162
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

Loading…