Hydrochloric Acid → HCID 78321678, compound

HRID 1051288Notes

Reaction equation

HRID 1051288 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([C:17]3[S:18][C:19]([C:23]([O-:25])=[O:24])=[C:20]([CH3:22])[N:21]=3)[CH:9]=[CH:10][C:11]=2[O:12][CH2:13][CH:14]([CH3:16])[CH3:15])[CH:5]=[CH:4][N:3]=[CH:2]1.O1CCCC1.CO.[OH-].[Na+].Cl>O>[N:1]1([C:6]2[CH:7]=[C:8]([C:17]3[S:18][C:19]([C:23]([OH:25])=[O:24])=[C:20]([CH3:22])[N:21]=3)[CH:9]=[CH:10][C:11]=2[O:12][CH2:13][CH:14]([CH3:16])[CH3:15])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21899815MeOH tetrahydrofuranHCID 131736095HCID 131736095, compound

Product 1

HCID 78321678HCID 78321678, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A reaction mixture solution prepared by dissolving the crude product of 2-[3-(1H-imidazol-1-yl)-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate obtained above in 1 mL of a mixed solution of tetrahydrofuran/methanol=1/1 followed by the addition of 0.2 mL of 2 M sodium hydroxide aqueous solution was stirred at room temperature for 4 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, followed by purifying by a conventional method to obtain 2.50 mg of 2-[3-(1H-imidazol-1-yl)-4-(2-methylpropoxy)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. customby purifying by a conventional method

Sources & evidence

ORD record
ord-e95ba6f2962041149f9728d464da1652
Source dataset
uspto-grants-2016_07
Patent number
US09388174B2

Reaction notes

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