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 1587778Notes

Reaction equation

HRID 1587778 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-6-methylpyrazolo[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-352b2b743ab44e6987b80e8111b64c26
Source dataset
uspto-grants-1993_06
Patent number
US05219857

Reaction notes

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