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 1088758Notes

Reaction equation

HRID 1088758 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-aea407e3ea3e49649e43a0c4bd543d43
Source dataset
uspto-grants-1990_10
Patent number
US04963553

Reaction notes

Loading…