Thiazolidinedione → HCID 178428169, compound

HRID 2036998Notes

Reaction equation

HRID 2036998 reaction equation
[CH:1]1([NH:4][C:5]2[N:10]3[N:11]=[C:12]([CH3:16])[C:13]([CH:14]=O)=[C:9]3[N:8]=[C:7]([CH3:17])[CH:6]=2)[CH2:3][CH2:2]1.[S:18]1[CH2:22][C:21](=[O:23])[NH:20][C:19]1=[O:24].N1CCCCC1>CN(C=O)C>[CH:1]1([NH:4][C:5]2[N:10]3[N:11]=[C:12]([CH3:16])[C:13]([CH:14]=[C:22]4[S:18][C:19](=[O:24])[NH:20][C:21]4=[O:23])=[C:9]3[N:8]=[C:7]([CH3:17])[CH:6]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 58313970HCID 58313970, compound

Product 1

HCID 178428169HCID 178428169, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 7-(cyclopropylamino)-2,5-dimethylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde (0.25 mmol) in DMF was added thiazolidine-2,4-dione (88 mg, 0.75 mmol) and piperidine (25 μl, 0.25 mmol). The mixture was stirred at room temperature overnight. Mixture was prepared by HPLC to yield 5-((7-(cyclopropylamino)-2,5-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methylene)thiazolidine-2,4-dione. LCMS (M+1=330)

Workup

  1. customMixture was prepared by HPLC

Sources & evidence

ORD record
ord-a5a92194156f4a86a565ead0e683d1f9
Source dataset
uspto-grants-2013_11
Patent number
US08575177B2

Reaction notes

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