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

HRID 1587775Notes

Reaction equation

HRID 1587775 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].C(=O)([O-])[O-].[Na+].[Na+].[CH2:33]([N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:58].Cl>C1(C)C=CC=CC=1>[ClH:1].[ClH:58].[CH3:11][C:9]1[CH2:10][N:5]([C:3](=[O:4])[CH2:2][N:43]2[CH2:44][CH2:45][N:40]([CH2:33][C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH2:41][CH2:42]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

6

Reactant 4

HCID 10340Sodium CarbonateHCID 759941-BenzylpiperazineHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 151010854-(Chloroacetyl)-4,5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]-pyrimidine-3-carbonitrile

Product 1

HCID 1317166684,5-Dihydro-6-methyl-4[[4-(phenylmethyl)-1-piperazinyl]acetyl]-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile, dihydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3.4 g of 4-(chloroacetyl)4,5-dihydro-6-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo-[1,5-a]pyrimidine-3-carbonitrile, 1.1 g of sodium carbonate, 1.7 g of N-benzylpiperazine and 115 ml of toluene was reacted as described in Example 16, giving the base form of the product which was converted to the dihydrochloride salt by the procedure of Example 97, giving 2.4 g, mp 204°-206° C.

Workup

  1. customwas reacted
  2. customgiving the base form of the product which
  3. customgiving 2.4 g, mp 204°-206° C.

Sources & evidence

ORD record
ord-60126ddd85634bf9ae1105035621bfdd
Source dataset
uspto-grants-1993_06
Patent number
US05219857

Reaction notes

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