Chlorotrimethylsilane → HCID 67313267, compound

HRID 1011637Notes

Reaction equation

HRID 1011637 reaction equation
[CH2:1]([C:5]1([N:33]([CH3:35])[CH3:34])[CH2:10][CH2:9][C:8]([C:22]2[N:23]([CH3:32])[C:24]3[C:29]([C:30]=2[CH3:31])=[CH:28][CH:27]=[CH:26][CH:25]=3)([C:11]2[N:12]([CH3:21])[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:36][Si](C)(C)C>C1CCCCC1>[ClH:36].[CH2:1]([C:5]1([N:33]([CH3:35])[CH3:34])[CH2:10][CH2:9][C:8]([C:22]2[N:23]([CH3:32])[C:24]3[C:29]([C:30]=2[CH3:31])=[CH:28][CH:27]=[CH:26][CH:25]=3)([C:11]2[N:12]([CH3:21])[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]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 44514154HCID 44514154, compound

Product 1

HCID 67313267HCID 67313267, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Conditions

Temperature
24 °C

Procedure

1-butyl-4,4-bis-(1,3-dimethyl-1H-indol-2-yl)-N,N-dimethylcyclohexylamine (39 mg, 0.083 mmol) was dissolved in cyclohexane (10 ml). The solution was mixed with chlorotrimethyl silane (20 μl, 0.156 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 (40 mg, 95%, melting point 153-157° 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-49fd6bf27d6d46b297432413902ff23b
Source dataset
uspto-grants-2011_07
Patent number
US07977370B2

Reaction notes

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