HCID 69819494, compound → HCID 17962032, compound

HRID 349526Notes

Reaction equation

HRID 349526 reaction equation
[CH3:1][N:2]1[C:6]([NH:7][C:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:5](/[CH:27]=[CH:28]/[C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH:4]=[N:3]1>C(O)C.[C].[Pd]>[CH3:1][N:2]1[C:6]([NH:7][C:8]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[C:5]([CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH:4]=[N:3]1

Participants

4

Reactant 1

HCID 69819494HCID 69819494, compound

Product 1

HCID 17962032HCID 17962032, compoundYield 104.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of ethyl (E)-3-(1-methyl-5-triphenylmethylaminopyrazol-4-yl)acrylate (60 g, 137 mmol) in ethanol (700 ml) was treated with 10% palladium carbon (6.0 g) under a hydrogen atmosphere at room temperature for 3 hours. After the catalyst was filtered off, the filtrate was concentrated in vacuo. The residue was triturated with hexane and dried in vacuo to give ethyl 3-(1-methyl-5-triphenylmethylaminopyrazol-4-yl)propionate (63 g) as a colorless solid.

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was triturated with hexane
  4. customdried in vacuo

Sources & evidence

ORD record
ord-807cb48081044991a3fb9195853e04f8
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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