Potassium Carbonate → HCID 58433490, compound

HRID 1798956Notes

Reaction equation

HRID 1798956 reaction equation
[C:1]1([C:7]2(NC)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:16]1[C:21]([Cl:22])=[CH:20][C:19]([C:23]([F:26])([F:25])[F:24])=[CH:18][N:17]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:33][N:34]1C(=O)CCC1>>[Cl:22][C:21]1[C:16]([NH:34][CH2:33][C:7]2([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]2)=[N:17][CH:18]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:20]=1

Participants

5

Reactant 4

HCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridineHCID 262910N-Methyl-1-phenylcyclohexanamine

Product 1

HCID 58433490HCID 58433490, compound

Procedure

was prepared from 475 mg of 1-phenyl-cyclohexyl-methylamine by reaction with 596 mg of 2,3-dichloro-5-trifluoromethyl-pyridine in the presence of 354 mg potassium carbonate in 2.5 ml of NMP at 80° C. for 1 hour. After dilution with 20 ml of water, the product was extracted with 30 ml of ethyl acetate and purified by chromatography on silica gel with the eluents dichloromethane:methanol=98:2 to obtain 469 mg g of a light yellow oil.

Workup

  1. extractionAfter dilution with 20 ml of water, the product was extracted with 30 ml of ethyl acetate
  2. custompurified by chromatography on silica gel with the eluents dichloromethane
  3. custommethanol=98:2 to obtain 469 mg g of a light yellow oil

Sources & evidence

ORD record
ord-9bf982e80f6d48d8aa002d8d0c53d794
Source dataset
uspto-grants-2013_01
Patent number
US08344004B2

Reaction notes

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