Dichloromethane → HCID 178437216, compound

HRID 1915569Notes

Reaction equation

HRID 1915569 reaction equation
[C:1]1([C:7]2[C:8]([C:22]3[CH:27]=[CH:26][C:25]([CH2:28][N:29]4[CH2:34][CH2:33][CH:32]([C:35]5[N:39]=[C:38]([C:40]6[CH:45]=[CH:44][CH:43]=[CH:42][N:41]=6)[NH:37][N:36]=5)[CH2:31][CH2:30]4)=[CH:24][CH:23]=3)=[N:9][C:10]3[N:11]([N:13]=[CH:14][C:15]=3[C:16]#[C:17][Si](C)(C)C)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].ClCCl>CO>[C:16]([C:15]1[CH:14]=[N:13][N:11]2[CH:12]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:8]([C:22]3[CH:23]=[CH:24][C:25]([CH2:28][N:29]4[CH2:30][CH2:31][CH:32]([C:35]5[N:39]=[C:38]([C:40]6[CH:45]=[CH:44][CH:43]=[CH:42][N:41]=6)[NH:37][N:36]=5)[CH2:33][CH2:34]4)=[CH:26][CH:27]=3)=[N:9][C:10]=12)#[CH:17]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 178504189HCID 178504189, compound

Product 1

HCID 178437216HCID 178437216, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

250 mg 6-phenyl-5-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-3-[(trimethylsilyl)ethynyl]pyrazolo[1,5-a]pyrimidine and 114 mg K2CO3 are stirred in 5 ml methanol and 5 ml dichloromethane for 7 h. The solvent is removed by evaporation and the residue is purified by chromatography on silica gel (dichloromethane/methanol) to yield the desired compound

Workup

  1. customThe solvent is removed by evaporation
  2. customthe residue is purified by chromatography on silica gel (dichloromethane/methanol)

Sources & evidence

ORD record
ord-ccb5e17729344069a051ec1656ee34c2
Source dataset
uspto-grants-2013_12
Patent number
US08614218B2

Reaction notes

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