Hydrochloric Acid → HCID 24862901, compound

HRID 424850Notes

Reaction equation

HRID 424850 reaction equation
C[O:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([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:11][CH:12]=2)[N:7]([CH:40]([CH3:42])[CH3:41])[N:6]=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:10]3[CH:9]=[C:8]4[C:13]([C:5]([C:3]([OH:4])=[O:2])=[N:6][N:7]4[CH:40]([CH3:41])[CH3:42])=[CH:12][CH:11]=3)=[C:15]([CH3:39])[CH:16]=2)=[C:26]([C:27]([F:28])([F:30])[F:29])[N:25]=[N:24]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 57652737HCID 57652737, compound

Product 1

HCID 24862901HCID 24862901, compoundYield 94.5%

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}-1-isopropyl-1H-indazole-3-carboxylic acid methyl ester (0.13 g, 0.21 mmol) in a 1:1:1 mixture of THF, methanol, water (4.5 mL) is added LiOH (0.09 g, 2.10 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 (0.12 g, 92%). LC-ES/MS m/e 602.0 (M−1).

Workup

  1. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-26d42c0d7a5a467a99821341c7686f38
Source dataset
uspto-grants-2012_01
Patent number
US08106077B2

Reaction notes

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