Hydrochloric Acid → HCID 57652734, compound

HRID 424849Notes

Reaction equation

HRID 424849 reaction equation
C[O:2][C:3]([C:5]1[C:6]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]4[N:23]([C:31]5[C:36]([Cl:37])=[CH:35][CH:34]=[CH:33][C:32]=5[Cl:38])[N:24]=[N:25][C:26]=4[C:27]([F:30])([F:29])[F:28])=[CH:16][C:15]=3[CH3:39])=[CH:10][C:7]=2[S:8][CH:9]=1)=[O:4].C1COCC1.[Li+].[OH-].Cl>O.CO>[Cl:38][C:32]1[CH:33]=[CH:34][CH:35]=[C:36]([Cl:37])[C:31]=1[N:23]1[C:22]([CH2:21][O:20][C:17]2[CH:18]=[CH:19][C:14]([C:11]3[CH:12]=[CH:13][C:6]4[C:5]([C:3]([OH:4])=[O:2])=[CH:9][S:8][C:7]=4[CH:10]=3)=[C:15]([CH3:39])[CH:16]=2)=[C:26]([C:27]([F:30])([F:29])[F:28])[N:25]=[N:24]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 57652733HCID 57652733, compound

Product 1

HCID 57652734HCID 57652734, compoundYield 67.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 6-{4-[3-(2,6-Dichloro-phenyl)-5-trifluoromethyl-3H-[1,2,3]triazol-4-ylmethoxy]-2-methyl-phenyl}-benzo[b]thiophene-3-carboxylic acid methyl ester (0.14 g, 0.23 mmol) in a 1:1:1 mixture of THF, methanol, water (3 mL) is added LiOH (0.10 g, 2.36 mmol). The reaction is stirred for 18 h at room temperature. The reaction is adjusted to pH 3 with 1N HCl and extracted with EtOAc to yield the title compound (0.09 g, 66%). LC-ES/MS m/e 576.0 (M−1).

Workup

  1. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-d9dbd7e9a0154147bb625eb1a8f25a71
Source dataset
uspto-grants-2012_01
Patent number
US08106077B2

Reaction notes

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