Hydrochloric Acid → HCID 24862902, compound

HRID 424852Notes

Reaction equation

HRID 424852 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:30]5[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=5[Cl:37])[N:24]=[N:25][C:26]=4[CH:27]4[CH2:29][CH2:28]4)=[CH:16][C:15]=3[CH3:38])=[CH:11][CH:12]=2)[N:7]([CH:39]([CH3:41])[CH3:40])[N:6]=1)=[O:4].C1COCC1.[Li+].[OH-].Cl>O.CO>[CH:27]1([C:26]2[N:25]=[N:24][N:23]([C:30]3[C:31]([Cl:37])=[CH:32][CH:33]=[CH:34][C:35]=3[Cl:36])[C:22]=2[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:39]([CH3:41])[CH3:40])=[CH:12][CH:11]=3)=[C:15]([CH3:38])[CH:16]=2)[CH2:28][CH2:29]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 57652739HCID 57652739, compound

Product 1

HCID 24862902HCID 24862902, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 6-{4-[5-cyclopropyl-3-(2,6-dichloro-phenyl)-3H-[1,2,3]triazol-4-ylmethoxy]-2-methyl-phenyl}-1-isopropyl-1H-indazole-3-carboxylic acid methyl ester (0.18 g, 0.30 mmol) in a 1:1:1 mixture of THF, methanol, water (6.0 mL) is added LiOH (0.13 g, 3.0 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, 70%). LC-ES/MS m/e 576.0 (M+1).

Workup

  1. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-c5d5d3719b6e45d4b810eca78561d227
Source dataset
uspto-grants-2012_01
Patent number
US08106077B2

Reaction notes

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