Ethanol → HCID 52915185, compound

HRID 1624423Notes

Reaction equation

HRID 1624423 reaction equation
C([O:3][C:4]([C:6]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[CH:27]([C:29]4[CH:30]=[C:31]([C:35]5[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=5)[CH:32]=[CH:33][CH:34]=4)[OH:28])=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)=[O:5])C.CCO.[OH-].[Na+]>C1COCC1>[C:31]1([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH:32]=[CH:33][CH:34]=[C:29]([CH:27]([OH:28])[C:22]2[C:23]([CH3:26])=[N:24][O:25][C:21]=2[C:18]2[CH:17]=[CH:16][C:15]([C:12]3[CH:13]=[CH:14][C:9]([C:6]4([C:4]([OH:5])=[O:3])[CH2:8][CH2:7]4)=[CH:10][CH:11]=3)=[CH:20][CH:19]=2)[CH:30]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 66577802HCID 66577802, compound

Product 1

HCID 52915185HCID 52915185, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

1-{4′-[4-(biphenyl-3-yl-hydroxy-methyl)-3-methyl-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester (1 equivalent) was dissolved in THF then EtOH and NaOH (3N aq., 3 equivalents) was added and the reaction stirred at 60° C. overnight. The reaction was worked up and purified via preparatory HPLC (0.1% TFA/H2O/ACN).

Workup

  1. custompurified via preparatory HPLC (0.1% TFA/H2O/ACN)

Sources & evidence

ORD record
ord-f52f790d96234e91a6815d778f00942a
Source dataset
uspto-grants-2014_07
Patent number
US08778983B2

Reaction notes

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