Methyl chloroformate → HCID 20087990, compound

HRID 275359Notes

Reaction equation

HRID 275359 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH3:17])[CH:15]=3)[N:10]([CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[CH:9]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[C:31]([O:33][CH3:34])=[O:32]>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH3:17])[CH:15]=3)[N:10]([CH:18]3[CH2:23][CH2:22][N:21]([C:31]([O:33][CH3:34])=[O:32])[CH2:20][CH2:19]3)[CH:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 11430Potassium CarbonateHCID 10063879HCID 10063879, compound

Product 1

HCID 20087990HCID 20087990, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 3-(4-fluorophenyl)-5-methyl-l-(4-piperidyl)-1H-indole 3d (6.0 g). K2CO3 (3.0 g) and dichloromethane (50 ml) was cooled to 0°-5° C. and a solution of methyl chloroformate (2.2 g)in dichloromethane (50 ml) was added during 0.5 h. After reaction for further 2 h at room temperature the reaction mixture was washed with water (2×100 ml) and dried (MgSO4). Evaporation of the solvents in vacuo afforded the title compound, which was used without further purification. Yield: 6.7 g, (oil).

Workup

  1. customAfter reaction for further 2 h at room temperature the reaction mixture
  2. washwas washed with water (2×100 ml)
  3. dry with materialdried (MgSO4)
  4. customEvaporation of the solvents in vacuo

Sources & evidence

ORD record
ord-0746660b8e88434eadb6c3cbe8d0ab37
Source dataset
uspto-grants-1995_02
Patent number
US05393761

Reaction notes

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