Tetrahydrofuran → HCID 23061817, compound

HRID 350704Notes

Reaction equation

HRID 350704 reaction equation
[N:1]1([C:10]2[S:11][C:12](/[CH:18]=[CH:19]/[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:13]([CH:15]([CH3:17])[CH3:16])[N:14]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.O1CCCC1.[H][H]>[C].[Pd].C(O)C>[N:1]1([C:10]2[S:11][C:12]([CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:13]([CH:15]([CH3:17])[CH3:16])[N:14]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 69355215HCID 69355215, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23061817HCID 23061817, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl (2E)-3-[2-(1H-benzimidazol-1-yl)-4-isopropyl-5-thiazolyl]propenoate (1.50 g), 5% palladium-carbon (1.0 g), tetrahydrofuran (20 mL) and ethanol (20 mL) was stirred at room temperature under an atmospheric pressure of hydrogen for 14 hrs. The catalyst was removed by filtration, and the organic layer was concentrated to give ethyl 3-[2-(1H-benzimidazol-1-yl)-4-isopropyl-5-thiazolyl]propionate (1.50 g, 99%) as a yellow oil.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-aa88d8f3190341c2b44723a3e94554c1
Source dataset
uspto-grants-2007_02
Patent number
US07183276B2

Reaction notes

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