Chlorotrimethylsilane → HCID 10457134, compound

HRID 2357444Notes

Reaction equation

HRID 2357444 reaction equation
[CH3:1][N:2]([CH3:32])[C:3]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([N:12]2[CH2:16][CH2:15][CH:14]([C:17]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[NH:19][CH:18]=3)[CH2:13]2)=[O:11])[CH2:5][CH2:4]1.[Cl:33][Si](C)(C)C>CC(CC)=O>[ClH:33].[CH3:32][N:2]([CH3:1])[C:3]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([N:12]2[CH2:16][CH2:15][CH:14]([C:17]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[NH:19][CH:18]=3)[CH2:13]2)=[O:11])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 104571352-(4-dimethylamino-4-phenylcyclohexylidene)-1-[3-(1H-indol-3-yl)pyrrolidine-1-yl]ethanone

Product 1

HCID 10457134HCID 10457134, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-(4-dimethylamino-4-phenylcyclohexylidene)-1-[3-(1H-indol-3-yl)pyrrolidine-1-yl]ethanone (200 mg, 0.47 mmole) was dissolved in ethyl methyl ketone (10 ml) and chlorotrimethylsilane (0.09 ml, 0.7 mmole) was added. After 1.5 hours the hydrochloride was obtained as a diastereoisomer mixture in the form of a colourless compound with an m.p. of 220°-223° C. in a yield of 96% (210 mg) (Example 11).

Sources & evidence

ORD record
ord-8e3445d0c5d34893a932fa9037754a1d
Source dataset
uspto-grants-2010_07
Patent number
US07759385B2

Reaction notes

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