Ethanol → Ethyl 2-methoxy-3-[4-methoxy-3-[N-[[4-(trifluoromethyl)phenyl]methyl]carbamoyl]phenyl]propanoate

HRID 1634517Notes

Reaction equation

HRID 1634517 reaction equation
[CH3:1][O:2][C:3](=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([C:18](=[O:31])[NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(O)C>[Pd].O1CCCC1>[CH3:1][O:2][CH:3]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([C:18](=[O:31])[NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:28])([F:30])[F:29])=[CH:23][CH:22]=2)[CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

5

Reactant 2

HCID 702EthanolHCID 69758375Ethyl 2-methoxy-3-[4-methoxy-3-[N-[[4-(trifluoromethyl)phenyl]methyl]carbamoyl]phenyl]acrylate

Product 1

HCID 11826291Ethyl 2-methoxy-3-[4-methoxy-3-[N-[[4-(trifluoromethyl)phenyl]methyl]carbamoyl]phenyl]propanoateYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-methoxy-3-[4-methoxy-3-[N-[[4-(trifluoromethyl)phenyl]methyl]carbamoyl]phenyl]acrylate (150 mg, 0.354 mmol), 2.5 ml of ethanol and 2.5 ml of tetrahydrofuran were mixed, 10% palladium on activated carbon (30 mg) was added thereto, and normal pressure hydrogenation was conducted for 7.5 hours at room temperature. After completion of the reaction, the catalyst was filtered and the filtrate was concentrated to obtain 148 mg (98%) of the title compound as colorless crystals.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ca63e08ff5e44e9ea2a202b84cb68403
Source dataset
uspto-grants-2003_01
Patent number
US06506797B1

Reaction notes

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