Hydrochloric Acid → HCID 15101055, compound

HRID 893650Notes

Reaction equation

HRID 893650 reaction equation
Cl[CH2:2][C:3]([N:5]1[CH2:10][C:9]([CH2:11][CH3:12])=[C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[N:7]2[N:23]=[CH:24][C:25]([C:26]#[N:27])=[C:6]12)=[O:4].[CH2:28]([N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.C(=O)([O-])[O-].[Na+].[Na+].[OH-].[Na+].Cl>C1(C)C=CC=CC=1.CCOCC>[CH2:11]([C:9]1[CH2:10][N:5]([C:3](=[O:4])[CH2:2][N:38]2[CH2:39][CH2:40][N:35]([CH2:28][C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH2:36][CH2:37]2)[C:6]2[N:7]([N:23]=[CH:24][C:25]=2[C:26]#[N:27])[C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:21])([F:20])[F:22])[CH:14]=1)[CH3:12]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 759941-BenzylpiperazineHCID 19756204HCID 19756204, compound

Product 1

HCID 15101055HCID 15101055, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of 3.3 g of 4-(chloroacetyl)4,5-dihydro-6-ethyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile, 1.6 ml of 1-benzylpiperazine and 1 g. of sodium carbonate in 110 ml of toluene was stirred and refluxed for 18 hours. The mixture was treated with 10 ml of 5N sodium hydroxide and the organic phase was separated, dried over sodium sulfate and evaporated to give a dark oil. This was dissolved in ether and combined with ethanolic hydrogen chloride to give a white solid and this solid was recrystallized from acetonitrile to give 3.4 g to the title compound, m.p. 184°-186° C.

Workup

  1. temperaturerefluxed for 18 hours
  2. customthe organic phase was separated
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customto give a dark oil
  6. customto give a white solid
  7. customthis solid was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-5ed28a5cfc4846489e9388c12865e46a
Source dataset
uspto-grants-1992_06
Patent number
US05126340

Reaction notes

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