HCID 18003480, compound → HCID 18003524, compound

HRID 479174Notes

Reaction equation

HRID 479174 reaction equation
[CH2:1]([O:3]/[C:4](=[CH:8]\[C:9]1[C:17]2[CH:16]=[CH:15][S:14][C:13]=2[C:12]([O:18][CH2:19][CH2:20][C:21]2[N:22]=[C:23]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[O:24][C:25]=2[CH3:26])=[CH:11][CH:10]=1)/[C:5]([OH:7])=[O:6])[CH3:2]>C(O)C>[CH2:1]([O:3][CH:4]([CH2:8][C:9]1[C:17]2[CH:16]=[CH:15][S:14][C:13]=2[C:12]([O:18][CH2:19][CH2:20][C:21]2[N:22]=[C:23]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[O:24][C:25]=2[CH3:26])=[CH:11][CH:10]=1)[C:5]([OH:7])=[O:6])[CH3:2]

Participants

3

Reactant 1

HCID 18003480HCID 18003480, compound

Product 1

HCID 18003524HCID 18003524, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.175 g (0.39 mmol) 2Z-Ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-4-yl}-acrylic acid (example 103) were hydrogenated with racemic Ru(OAc)2[3,5-xyl-MeOBIPHEP] catalyst in ethanol at 60° C. and a pressure of 60 bar to give 0.167 g [rac]-2-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-4-yl}-propionic acid as light grey solid.

Sources & evidence

ORD record
ord-b8bdcd3fa79644f1ac87bb9a1f35c4d2
Source dataset
uspto-grants-2003_11
Patent number
US06642389B2

Reaction notes

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