Chlorotrimethylsilane → HCID 11647293, compound

HRID 908953Notes

Reaction equation

HRID 908953 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][C:6](=[CH: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][C:6](=[CH: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 11647294HCID 11647294, compound

Product 1

HCID 11647293HCID 11647293, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-(4-Dimethylamino-4-pyridin-2-ylcyclohexylidene)-N-(3-phenylpropyl)acetamide (203 mg, 0.537 mmol was dissolved in ethyl methyl ketone (5 ml), and chlorotrimethylsilane (0.2 ml, 1.6 mmol) was added. After 1.5 h the hydrochloride was isolated as a colourless solid with an m.p. of 173-176° C. in a yield of 86% (190 mg).

Sources & evidence

ORD record
ord-475d83147ea0453aaf8beab261a5a97f
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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