Water → HCID 87071992, compound

HRID 563710Notes

Reaction equation

HRID 563710 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-f4b11ecbb94c4e62a30871f5fd33ecb4
Source dataset
uspto-grants-2011_11
Patent number
US08067445B2

Reaction notes

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