Water → HCID 87071992, compound

HRID 1810470Notes

Reaction equation

HRID 1810470 reaction equation
C([O:3][C:4](=[O:39])[CH2:5][C:6]1[CH:7]=[C:8]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:15]=2[CH2:24][N:25]([CH2:37][CH3:38])[C:26](=[N:34][C:35]#[N:36])[O:27]C2C=CC=CC=2)[C:9]([O:12][CH3:13])=[CH:10][CH:11]=1)C.O.[OH-].[Li+]>C1COCC1.CO>[C:35]([NH:34][C:26](=[O:27])[N:25]([CH2:24][C:15]1[CH:16]=[C:17]([C:20]([F:21])([F:23])[F:22])[CH:18]=[CH:19][C:14]=1[C:8]1[C:9]([O:12][CH3:13])=[CH:10][CH:11]=[C:6]([CH2:5][C:4]([OH:39])=[O:3])[CH:7]=1)[CH2:37][CH3:38])#[N:36]

Participants

6

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 87085982HCID 87085982, compound

Product 1

HCID 87071992HCID 87071992, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

[2′-(3-Cyano-1-ethyl-2-phenyl-isoureidomethyl)-6-methoxy-4′-trifluoromethyl-biphenyl-3-yl]-acetic acid ethyl ester (0.100 g, 0.19 mmol) in THF (2 mL), MeOH (0.5 mL), and H2O (0.5 mL) was treated with lithium hydroxide (0.030 g, 0.71 mmol), and the reaction was stirred at room temperature until no starting material was seen by analytical LCMS. The crude material was purified by preparative HPLC to give the title compound.

Workup

  1. customThe crude material was purified by preparative HPLC

Sources & evidence

ORD record
ord-e90e8112f9ef4341b012ef4ea0ca9db2
Source dataset
uspto-grants-2013_01
Patent number
US08362044B2

Reaction notes

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