Hydrochloric Acid → HCID 131716675, compound

HRID 1088776Notes

Reaction equation

HRID 1088776 reaction equation
[Cl:1][CH2:2][C:3]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)[N:7]2[N:18]=[CH:19][C:20]([C:21]#[N:22])=[C:6]12)=[O:4].[CH2:23]([N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(=O)([O-])[O-].[Na+].[Na+].Cl>C1(C)C=CC=CC=1.C(O)C.CCOCC>[ClH:1].[CH3:17][C:13]1[CH:12]=[C:11]([C:8]2[N:7]3[N:18]=[CH:19][C:20]([C:21]#[N:22])=[C:6]3[N:5]([C:3](=[O:4])[CH2:2][N:33]3[CH2:34][CH2:35][N:30]([CH2:23][C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:31][CH2:32]3)[CH2:10][CH:9]=2)[CH:16]=[CH:15][CH:14]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 759941-BenzylpiperazineHCID 19756219HCID 19756219, compound

Product 1

HCID 131716675HCID 131716675, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 3.3 g of 4-(chloroacetyl)-4,5-dihydro-7-(3-methylphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile, 1.9 ml of 1-benzylpiperazine and 1.3 g of sodium carbonate in 130 ml of toluene was reacted as described in Example 146, giving 2.7 g of the neutral base form of the product. A 1.0 g portion of this base was warmed to solution in 20 ml of ethanol and then treated with 3 ml of 2.44N ethanolic hydrochloric acid and an excess of ether, giving 900 mg of the desired product, mp 205°-207° C.

Workup

  1. customwas reacted
  2. customgiving 2.7 g of the neutral base form of the product

Sources & evidence

ORD record
ord-85483459e15e40a0b26adc01c232157a
Source dataset
uspto-grants-1990_10
Patent number
US04963553

Reaction notes

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