HCID 69639797, compound → HCID 136336352, compound

HRID 1245408Notes

Reaction equation

HRID 1245408 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH2:9][CH2:8][CH2:7][C:6]=1[CH:10]1[O:14][N:13]=[C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21]CC3C4C(=CC=CC=4)N=C(C)C=3)=[CH:17][CH:16]=2)[CH2:11]1)=[O:4]>C(OCC)(=O)C.CO>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][C@@H:6]1[CH:10]1[O:14][N:13]=[C:12]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[CH2:11]1)=[O:4]

Participants

3

Reactant 1

HCID 69639797HCID 69639797, compound

Product 1

HCID 136336352HCID 136336352, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

2-{3-[4-(2-Methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-cyclopent-1-enecarboxylic acid methyl ester intermediate from Example 27, was dissolved in ethyl acetate:methanol (1:1) (20 mL), degassed with nitrogen, and charged with 10% palladium on carbon and 50 PSI hydrogen. The reaction was shaken for 3 h, filtered, and concentrated to give cis-2-[3-(4-hydroxy-phenyl)-4,5-dihydro-isoxazol-5-yl]-cyclopentanecarboxylic acid methyl ester (0.127 g, 100%) as an oil. MS found: (M+H)+=290.

Workup

  1. customdegassed with nitrogen
  2. additioncharged with 10% palladium on carbon and 50 PSI hydrogen
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e713fa549ccf446ba3d0f59e119ad42c
Source dataset
uspto-grants-2006_10
Patent number
US07125870B2

Reaction notes

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