Chlorotrimethylsilane → HCID 11547019, compound

HRID 908955Notes

Reaction equation

HRID 908955 reaction equation
[CH3:1][N:2]([CH3:31])[C:3]1([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([F:30])[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][CH:27]=[C:26]([F:30])[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 115470202-[4-dimethylamino-4-(3-fluorophenyl)cyclohexylidene]-N-[2-(1H-indol-3-yl)ethyl]acetamide

Product 1

HCID 11547019HCID 11547019, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-[4-Dimethylamino-4-(3-fluorophenyl)cyclohexylidene]-N-[2-(1H-indol-3-yl)ethyl]acetamide (350 mg, 0.82 mmol) was dissolved in ethyl methyl ketone (25 ml), and chlorotrimethylsilane (0.164 ml, 1.3 mmol) was added. After 1.5 h it was possible to isolate the hydrochloride as a colourless solid in a yield of 89% (336 mg) with an m.p. of 196-200° C.

Sources & evidence

ORD record
ord-6e63a575835b418eb85f3be994833b07
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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