Potassium Carbonate → HCID 178487836, compound

HRID 1007304Notes

Reaction equation

HRID 1007304 reaction equation
FC(F)(F)C([NH:5][CH2:6][C@@H:7]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:24][CH3:25])[CH:22]=3)[N:17]=[C:16]([CH:26]=[CH:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)[N:15]=2)[CH2:9][CH2:8]1)=O.C(=O)([O-])[O-].[K+].[K+]>CO.O>[NH2:5][CH2:6][C@@H:7]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([O:24][CH3:25])[CH:22]=3)[N:17]=[C:16]([CH:26]=[CH:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=3)[N:15]=2)[CH2:9][CH2:8]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 178487837HCID 178487837, compound

Product 1

HCID 178487836HCID 178487836, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A solution of cis-4-trifluoroacetylaminomethyl-N-{2-[2-(2-pyridyl)ethenyl]-6-methoxyquinazolin-4-yl}cyclohexylamine in 45 mL of methanol and 5 mL of water was combined with 414 mg of potassium carbonate, and stirred at room temperature for 15 hours. The reaction solution was combined with water, extracted with chloroform, and then dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (chloroform:methanol:aqueous ammonia=100:10:1) to obtain 120 mg of the desirable compound.

Workup

  1. extractionextracted with chloroform
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography on silica gel (chloroform:methanol:aqueous ammonia=100:10:1)

Sources & evidence

ORD record
ord-d13e1504490145629e47be872d0cff89
Source dataset
uspto-grants-2004_09
Patent number
US06794389B2

Reaction notes

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