HCID 86595308, compound → HCID 17961982, compound

HRID 349573Notes

Reaction equation

HRID 349573 reaction equation
[CH:1]([N:3]1[C:10]2[N:6]([N:7]=[CH:8][C:9]=2/[CH:11]=[CH:12]/[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:5][CH2:4]1)=[O:2]>C(O)C.O1CCCC1.[C].[Pd]>[CH:1]([N:3]1[C:10]2[N:6]([N:7]=[CH:8][C:9]=2[CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:5][CH2:4]1)=[O:2]

Participants

5

Reactant 1

HCID 86595308HCID 86595308, compound

Product 1

HCID 17961982HCID 17961982, compoundYield 99.4%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl (2E)-3-(1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)-2-propenoate (40 g) in a mixture of ethanol (200 ml) and tetrahydrofuran (500 ml) was treated with 10% palladium carbon (10 g) under a hydrogen atmosphere at room temperature for 4.5 hours. After the catalyst was filtered off, the filtrate was concentrated in vacuo to give ethyl 3-(1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazol-7-yl)propanoate (40.1 g). This product was used in the next step without further purification.

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a1e6b984e6194d469b3532764f24ba3e
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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