Hydrochloric Acid → HCID 78322617, compound

HRID 1051303Notes

Reaction equation

HRID 1051303 reaction equation
[OH:1][C:2]([CH3:28])([CH3:27])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][C:13]([C:17]([O:19]CC)=[O:18])=[C:14]([CH3:16])[N:15]=2)=[CH:7][C:6]=1[N:22]1[CH:26]=[N:25][N:24]=[N:23]1.[OH-].[Na+].Cl.O>O1CCCC1.CO>[OH:1][C:2]([CH3:28])([CH3:27])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][C:13]([C:17]([OH:19])=[O:18])=[C:14]([CH3:16])[N:15]=2)=[CH:7][C:6]=1[N:22]1[CH:26]=[N:25][N:24]=[N:23]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 118555050HCID 118555050, compound

Product 1

HCID 78322617HCID 78322617, compoundYield 52.1%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A reaction mixture solution prepared by dissolving 9.9 mg of ethyl 2-[4-(2-hydroxy-2-methylpropoxy)-3-(1H-1,2,3,4-tetrazol-1-yl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate in 1.0 mL of a mixed solution of tetrahydrofuran/methanol=1/1 and adding 0.2 mL of 2 M sodium hydroxide aqueous solution was stirred at room temperature for 3 hours. After the addition of 0.2 mL of 2 M hydrochloric acid to the reaction mixture solution under stirring, 3 mL of water was added and extraction was performed using 4 mL of ethyl acetate. The organic phase was concentrated and purified by a conventional method to obtain 4.8 mg of 2-[4-(2-hydroxy-2-methylpropoxy)-3-(1H-1,2,3,4-tetrazol-1-yl)phenyl]-4-methyl-1,3-thiazole-5-carboxylic acid.

Workup

  1. customA reaction mixture solution prepared
  2. stirringunder stirring
  3. extractionextraction
  4. concentrationThe organic phase was concentrated
  5. custompurified by a conventional method

Sources & evidence

ORD record
ord-fce89f8f42794f8c97307ea6b6db7213
Source dataset
uspto-grants-2016_07
Patent number
US09388174B2

Reaction notes

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