Potassium Carbonate → 4-[[4-[(2,6-Dichlorophenyl)methyl]-1-piperazinyl]acetyl]-4.5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile, hydrochloride

HRID 1587779Notes

Reaction equation

HRID 1587779 reaction equation
[Cl:1][CH2:2][C:3]([N:5]1[CH2:10][C:9]([CH3:11])=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[N:7]2[N:22]=[CH:23][C:24]([C:25]#[N:26])=[C:6]12)=[O:4].[Cl:27][C:28]1[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:29]=1[CH2:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[ClH:1].[Cl:41][C:37]1[CH:38]=[CH:39][CH:40]=[C:28]([Cl:27])[C:29]=1[CH2:30][N:31]1[CH2:32][CH2:33][N:34]([CH2:2][C:3]([N:5]2[CH2:10][C:9]([CH3:11])=[C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:20])([F:19])[F:21])[CH:13]=3)[N:7]3[N:22]=[CH:23][C:24]([C:25]#[N:26])=[C:6]23)=[O:4])[CH2:35][CH2:36]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 7707961-(2,6-Dichlorobenzyl)piperazineHCID 151010854-(Chloroacetyl)-4,5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]-pyrimidine-3-carbonitrile

Product 1

HCID 1317166714-[[4-[(2,6-Dichlorophenyl)methyl]-1-piperazinyl]acetyl]-4.5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile, hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1 g of 4-(chloroacetyl)-7-[3-(trifluoromethyl)phenyl]-4,5-dihydro-6-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile, 1 g of 2,6-dichlorobenzylpiperazine, 600 mg of potassium carbonate and 100 ml of toluene was reacted as described in Example 16, giving the base form of the product, which was converted to the hydrochloride salt by the procedure of Example 97, giving 1.66 g, mp 252°-254° C.

Workup

  1. customwas reacted
  2. customgiving the base form of the product, which
  3. customgiving 1.66 g, mp 252°-254° C.

Sources & evidence

ORD record
ord-c68a3305bfbc4583bf6aea6c997dc202
Source dataset
uspto-grants-1993_06
Patent number
US05219857

Reaction notes

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