Methanol → HCID 11718081, compound

HRID 908997Notes

Reaction equation

HRID 908997 reaction equation
[Cl:1][Si](C)(C)C.O.[CH3:7][N:8]([CH3:32])[C:9]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)=[O:17])[CH2:11][CH2:10]1.CO>CC(CC)=O>[ClH:1].[CH3:32][N:8]([CH3:7])[C:9]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:10][CH2:11][CH:12]([CH2:15][C:16]([NH:18][C:19]2[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=2)=[O:17])[CH2:13][CH2:14]1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 117180822-(4-Dimethylamino-4-phenyl-cyclohexyl)-N-(4-fluoro-phenyl)-acetamide

Product 1

HCID 11718081HCID 11718081, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Chlorotrimethylsilane (0.118 ml) and water (8 μl) were added to a solution of the less polar diastereoisomer of 2-(4-dimethylamino-4-phenyl-cyclohexyl)-N-(4-fluoro-phenyl)-acetamide (300 mg, 0.8 mmol) in ethyl methyl ketone (2 ml) and a little methanol. After concentration it was possible to isolate the hydrochloride in a yield of 397 mg (quantitative) (Example 57).

Workup

  1. concentrationAfter concentration it

Sources & evidence

ORD record
ord-48562edb656e45f2bb8f2fdbdbc99adf
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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