Triethylamine → HCID 15101028, compound

HRID 893655Notes

Reaction equation

HRID 893655 reaction equation
Cl[CH2:2][C:3]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)[N:7]2[N:21]=[CH:22][C:23]([C:24]#[N:25])=[C:6]12)=[O:4].[F:26][C:27]1[CH:39]=[CH:38][CH:37]=[CH:36][C:28]=1[CH2:29][N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.C(N(CC)CC)C>O1CCCC1.O>[F:26][C:27]1[CH:39]=[CH:38][CH:37]=[CH:36][C:28]=1[CH2:29][N:30]1[CH2:31][CH2:32][N:33]([CH2:2][C:3]([N:5]2[CH2:10][CH:9]=[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=3)[N:7]3[N:21]=[CH:22][C:23]([C:24]#[N:25])=[C:6]23)=[O:4])[CH2:34][CH2:35]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 7961681-[(2-Fluorophenyl)methyl]piperazineHCID 15100972HCID 15100972, compound

Product 1

HCID 15101028HCID 15101028, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 6.3 g of 4-(chloroacetyl)-4,5-dihydro-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile, 3.7 of 2-fluorobenzyl piperazine and 4.1 g of triethylamine in 250 ml of tetrahydrofuran was stirred under reflux for 18 hours, then cooled and diluted with 500 ml of water. The resulting solid was collected, washed with water, dried, then heated to solution in 200 ml of ethyl acetate, filtered and refrigerated. The resulting solid was collected, washed with hexane and dried, giving 7.1 g of the desired product, mp 188°-190° C.

Workup

  1. temperatureunder reflux for 18 hours
  2. temperaturecooled
  3. customThe resulting solid was collected
  4. washwashed with water
  5. customdried
  6. temperatureheated to solution in 200 ml of ethyl acetate
  7. filtrationfiltered
  8. customThe resulting solid was collected
  9. washwashed with hexane
  10. customdried

Sources & evidence

ORD record
ord-b4f5f2dc7911499ca27fd418a6b19272
Source dataset
uspto-grants-1992_06
Patent number
US05126340

Reaction notes

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