Chlorotrimethylsilane → HCID 11662171, compound

HRID 908984Notes

Reaction equation

HRID 908984 reaction equation
[CH3:1][N:2]([CH3:30])[C:3]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)[CH2:8][CH2:7][CH:6]([CH2:9][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:31][Si](C)(C)C>CC(CC)=O>[ClH:31].[CH3:30][N:2]([CH3:1])[C:3]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)[CH2:4][CH2:5][CH:6]([CH2:9][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])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 11662172HCID 11662172, compound

Product 1

HCID 11662171HCID 11662171, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

The less polar diastereoisomer of 2-(4-dimethylamino-4-pyridin-2-ylcyclohexyl)-N-[2-(1H-indol-3-yl)ethyl]acetamide (141 mg, 0.348 mmol) was dissolved in ethyl methyl ketone (6 ml), and chlorotrimethylsilane (0.126 ml, 1.0 mmol) was added. After a reaction time of 1 h, the hydrochloride was obtained as a beige-coloured solid in a yield of 84% (130 mg) with an m.p. of 150-153° C. (Example 47).

Sources & evidence

ORD record
ord-9af3d6302f27416e9e7688c52cb95e5c
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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