Chlorotrimethylsilane → HCID 57475066, compound

HRID 1095575Notes

Reaction equation

HRID 1095575 reaction equation
[CH3:1][N:2]([CH3:30])[C:3]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:8][CH2:7][CH:6]([C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH:18](CC)[C:19](O)=O)=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:5][CH2:4]1.[Si]([Cl:35])(C)(C)C.[C:36]([O:39]CC)(=[O:38])[CH3:37]>>[ClH:35].[CH3:30][N:2]([CH3:1])[C:3]1([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:4][CH2:5][CH:6]([C:9]2[NH:10][C:11]3[C:16]([C:17]=2[CH2:18][CH2:19][CH2:37][C:36]([OH:39])=[O:38])=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH2:7][CH2:8]1

Participants

4

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8857Ethyl AcetateHCID 131729507HCID 131729507, compound

Product 1

HCID 57475066HCID 57475066, compound

Procedure

4-[(2-(4-Dimethylamino-4-phenylcyclohexyl)-1H-indol-3-yl)butanoic acid (340 mg, 0.81 mmol) was dissolved in ethyl acetate (50 ml). Me3SiCl (207 μl, 1.62 mmol) was then added dropwise at RT and the mixture was stirred for 16 h. The solvent distilled off on a rotary evaporator. Example 172 (370 mg, m.p. 227-230° C., 100%) was a beige-coloured solid.

Workup

  1. distillationThe solvent distilled off on a rotary evaporator

Sources & evidence

ORD record
ord-3d03958870004f5f92c50f087960d864
Source dataset
uspto-grants-2012_03
Patent number
US08138187B2

Reaction notes

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