Chlorotrimethylsilane → HCID 11540046, compound

HRID 908949Notes

Reaction equation

HRID 908949 reaction equation
[CH3:1][N:2]([CH3:32])[C:3]1([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([NH:12][CH:13]([CH3:24])[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:33][Si](C)(C)C>CC(CC)=O>[ClH:33].[CH3:32][N:2]([CH3:1])[C:3]1([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([NH:12][CH:13]([CH3:24])[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 11540047HCID 11540047, compound

Product 1

HCID 11540046HCID 11540046, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

The less polar diastereoisomer of 2-[4-dimethylamino-4-(4-fluorophenyl)cyclohexylidene]-N-[2-(1H-indol-3-yl)-1-methylethyl]acetamide (150 mg, 0.39 mmol) was dissolved in ethyl methyl ketone (10 ml), and chlorotrimethylsilane (0.075 ml, 0.59 mmol) was added. After 1.5 h it was possible to isolate the hydrochloride as a colourless solid in a yield of 63% (115 mg) with an m.p. of 188-191° C. (Example 21).

Sources & evidence

ORD record
ord-d04d2ababff049329e201b477983e0de
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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