Chlorotrimethylsilane → HCID 11705177, compound

HRID 908948Notes

Reaction equation

HRID 908948 reaction equation
[CH3:1][N:2]([CH3:31])[C:3]1([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH2:5][CH2:4]1.[Cl:32][Si](C)(C)C>CC(CC)=O>[ClH:32].[CH3:31][N:2]([CH3:1])[C:3]1([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 117051782-[4-dimethylamino-4-(4-fluorophenyl)cyclohexylidene]-N-[2-(1H-indol-3-yl)ethyl]acetamide

Product 1

HCID 11705177HCID 11705177, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-[4-Dimethylamino-4-(4-fluorophenyl)cyclo hexylidene)-N-[2-(1H-indol-3-yl)ethyl]acetamide (871 mg, 2.08 mmol) was dissolved in ethyl methyl ketone (35 ml), and chlorotrimethylsilane (0.39 ml, 3.11 mmol) was added. After 1.5 h the hydrochloride was isolated as a beige-coloured solid with an m.p. of 217-221° C. in a yield of 85% (810 mg).

Sources & evidence

ORD record
ord-05d98d6711574cfca6507b91bcf95064
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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