Chlorotrimethylsilane → HCID 24953989, compound

HRID 1095556Notes

Reaction equation

HRID 1095556 reaction equation
[CH2:1]([C:5]1([N:22]([CH3:24])[CH3:23])[CH2:10][CH2:9][CH:8]([C:11]2[NH:12][C:13]3[C:18]([C:19]=2[CH3:20])=[CH:17][C:16]([F:21])=[CH:15][CH:14]=3)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[Si]([Cl:29])(C)(C)C>CC(CC)=O>[ClH:29].[CH2:1]([C:5]1([N:22]([CH3:24])[CH3:23])[CH2:10][CH2:9][CH:8]([C:11]2[NH:12][C:13]3[C:18]([C:19]=2[CH3:20])=[CH:17][C:16]([F:21])=[CH:15][CH:14]=3)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 24953990HCID 24953990, compound

Product 1

HCID 24953989HCID 24953989, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1-Butyl-4-(5-fluoro-3-methyl-1H-indol-2-yl)-N,N-dimethylcyclohexanamine (266 mg, 0.8 mmol) was dissolved in ethyl methyl ketone (30 ml). Me3SiCl (20.5 μl, 1.6 mmol) was then added dropwise at RT and the mixture was stirred for 1 h. A white precipitate precipitated out. The precipitate was filtered off with suction, washed with ethyl methyl ketone (2×5 ml) and then dried. Example 79 (193 mg, m.p. 255-265° C., 61%) was a white solid

Workup

  1. customA white precipitate precipitated out
  2. filtrationThe precipitate was filtered off with suction
  3. washwashed with ethyl methyl ketone (2×5 ml)
  4. customdried

Sources & evidence

ORD record
ord-a86a593f15864ca1846bd324a5a481cd
Source dataset
uspto-grants-2012_03
Patent number
US08138187B2

Reaction notes

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