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

HRID 893646Notes

Reaction equation

HRID 893646 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].[F:27][C:28]([F:43])([F:42])[C:29]1[CH:30]=[C:31]([CH:39]=[CH:40][CH:41]=1)[CH2:32][N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[ClH:1].[CH3:11][C:9]1[CH2:10][N:5]([C:3](=[O:4])[CH2:2][N:36]2[CH2:35][CH2:34][N:33]([CH2:32][C:31]3[CH:39]=[CH:40][CH:41]=[C:29]([C:28]([F:42])([F:43])[F:27])[CH:30]=3)[CH2:38][CH2:37]2)[C:6]2[N:7]([N:22]=[CH:23][C:24]=2[C:25]#[N:26])[C:8]=1[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 20608551-(3-(Trifluoromethyl)benzyl)piperazineHCID 151010854-(Chloroacetyl)-4,5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]-pyrimidine-3-carbonitrile

Product 1

HCID 1317166704,5-Dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]-4-[[4[[3-(trifluoromethyl)phenyl]methyl]1-piperazinyl]acetyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile, hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 1.83 g of 4-(chloroacetyl)-7-[3(trifluoromethyl)phenyl]-4,5-dihydro-6methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile, 1,5 g of 3(trifluoromethyl)benzylpiperazine, 2 g of potassium carbonate and 60 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 1.78 g, mp 195°-198°.

Workup

  1. customwas reacted
  2. customgiving the base form of the product, which
  3. customgiving 1.78 g, mp 195°-198°

Sources & evidence

ORD record
ord-dc6c85e74c4c422db5e8d300e46fd0f5
Source dataset
uspto-grants-1992_06
Patent number
US05126340

Reaction notes

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