HCID 59443460, compound → HCID 59443468, compound

HRID 1035621Notes

Reaction equation

HRID 1035621 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:24])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1>C(O)C.C1COCC1.[OH-].[OH-].[Pd+2]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:21][CH2:22][C:23]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:24])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1

Participants

5

Reactant 1

HCID 59443460HCID 59443460, compound

Product 1

HCID 59443468HCID 59443468, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of (E)-3-[3-methoxy-5-(6-methoxynaphthalene-2-yl)phenyl]-N-phenylacrylic acid amide (70 mg, 0.17 mmol, 1 eq) and Pd(OH)2 (2.5 mg) in ethanol (1 ml) and THF (0.4 ml) is stirred for 20 h at RT under a hydrogen atmosphere. Filtration and concentration of the reaction mixture on a rotary evaporator yields the desired product in quantitative yield (70 mg).

Workup

  1. filtrationFiltration and concentration of the reaction mixture
  2. customon a rotary evaporator

Sources & evidence

ORD record
ord-0c39da5de81c4b508a123a175e4931b6
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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