Thiazolidinedione → HCID 75288131, compound

HRID 383690Notes

Reaction equation

HRID 383690 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]2[N:14]=[CH:15][C:16]([CH:17]=O)=[C:10]2[N:9]=1.[S:19]1[CH2:23][C:22](=[O:24])[NH:21][C:20]1=[O:25].N1CCCCC1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][N:11]2[N:14]=[CH:15][C:16]([CH:17]=[C:23]3[S:19][C:20](=[O:25])[NH:21][C:22]3=[O:24])=[C:10]2[N:9]=1

Participants

4

Reactant 3

HCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 58196761HCID 58196761, compound

Product 1

HCID 75288131HCID 75288131, compound

Procedure

To 5-(2-fluorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (33 mg, 0.137 mmol) in 3 mL ETOH was added thiazolidine-2,4-dione (16 mg, 0.137 mmol) and piperidine (14 μL). The mixture was stirred at R.T. overnight. The solid formed was isolated by filtration and washed with EtOH to give 5-((5-(2-fluorophenyl)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)thiazolidine-2,4-dione.

Workup

  1. customThe solid formed
  2. customwas isolated by filtration
  3. washwashed with EtOH

Sources & evidence

ORD record
ord-ea5af0ec3b1a463f9f9e091d450729ea
Source dataset
uspto-grants-2013_02
Patent number
US08367681B2

Reaction notes

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