Hydrochloric Acid → HCID 178507946, compound

HRID 1708037Notes

Reaction equation

HRID 1708037 reaction equation
[Na].[NH2:2][C:3]1[NH:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[C:4]=1[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1.[C:21]([CH2:23][C:24](OCC)=[O:25])#[N:22].Cl>C(O)C.O>[NH2:22][C:21]1[N:7]2[N:6]=[C:5]([C:8]3[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=3)[C:4]([C:15]3[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=3)=[C:3]2[N:2]=[C:24]([OH:25])[CH:23]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7764Ethyl cyanoacetateHCID 5360545SodiumHCID 178509109HCID 178509109, compound

Product 1

HCID 178507946HCID 178507946, compoundYield 84.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of sodium (23 mg) in dry ethanol (3 ml) was added 5-amino-3-(4-fluorophenyl)-4-(pyridin-4-yl)pyrazole (254 mg) and ethyl cyanoacetate (113 mg). The mixture was refluxed for 5 hours and cooled. To the reaction mixture were added 1N-hydrochloric acid (2 ml) and water (5 ml). The separated solid was collected, washed with water and dried to give 7-amino-2-(4-fluorophenyl)-5-hydroxy-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine (270 mg).

Workup

  1. temperatureThe mixture was refluxed for 5 hours
  2. temperaturecooled
  3. customThe separated solid was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-2633114eb9b54303b83282b63c614613
Source dataset
uspto-grants-1994_10
Patent number
US05356897

Reaction notes

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