Chlorotrimethylsilane → HCID 67314147, compound

HRID 1011638Notes

Reaction equation

HRID 1011638 reaction equation
[CH2:1]([C:5]1([N:32]([CH3:34])[CH3:33])[CH2:10][CH2:9][C:8]([C:21]2[N:22]([CH3:31])[C:23]3[C:28]([C:29]=2[CH3:30])=[CH:27][CH:26]=[CH:25][CH:24]=3)([C:11]2[NH:12][C:13]3[C:18]([C:19]=2[CH3:20])=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[Cl:35][Si](C)(C)C>C1CCCCC1>[ClH:35].[CH2:1]([C:5]1([N:32]([CH3:34])[CH3:33])[CH2:6][CH2:7][C:8]([C:21]2[N:22]([CH3:31])[C:23]3[C:28]([C:29]=2[CH3:30])=[CH:27][CH:26]=[CH:25][CH:24]=3)([C:11]2[NH:12][C:13]3[C:18]([C:19]=2[CH3:20])=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:9][CH2:10]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 44514433HCID 44514433, compound

Product 1

HCID 67314147HCID 67314147, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Conditions

Temperature
24 °C

Procedure

1-butyl-4-(1,3-dimethyl-1H-indol-2-yl)-N,N-dimethyl-4-(3-methyl-1H-indol-2-yl)cyclohexylamine (97 mg, 0.213 mmol) was dissolved in cyclohexane (10 ml). The solution was mixed with chlorotrimethyl silane (40 μl, 0.313 mmol) at 24° C. The clear reaction mixture immediately became cloudy. The mixture was stirred for 30 min at 24° C. The white precipitate was aspirated. The solid was washed with cyclohexane (3×0.5 ml) and then dried. The hydrochloride (95 mg, 91%, melting point 183-187° C.) was obtained as a white solid.

Workup

  1. washThe solid was washed with cyclohexane (3×0.5 ml)
  2. customdried

Sources & evidence

ORD record
ord-f185745c634b4d6eaf6c9b2bdb0198f5
Source dataset
uspto-grants-2011_07
Patent number
US07977370B2

Reaction notes

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