Chlorotrimethylsilane → HCID 11718620, compound

HRID 908985Notes

Reaction equation

HRID 908985 reaction equation
[CH3:1][N:2]([CH3:28])[C:3]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[CH2:8][CH2:7][CH:6]([CH2:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:11])[CH2:5][CH2:4]1.[Cl:29][Si](C)(C)C>CC(CC)=O>[ClH:29].[CH3:28][N:2]([CH3:1])[C:3]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)[CH2:4][CH2:5][CH:6]([CH2:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[O:11])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 11718621HCID 11718621, compound

Product 1

HCID 11718620HCID 11718620, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

The less polar diastereoisomer of 2-(4-dimethylamino-4-pyridin-2-ylcyclohexyl)-N-(3-phenylpropyl)acetamide (400 mg, 1.05 mmol) was dissolved in ethyl methyl ketone (10 ml), and chlorotrimethylsilane (0.2 ml, 1.58 mmol) was added. After a reaction time of 2 h, the hydrochloride was obtained as a beige-coloured solid in a yield of 94% (411 mg) with an m.p. of 218-220° C.

Sources & evidence

ORD record
ord-8bc7e16c44e6413e944985254ea18ad2
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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