Hydrochloric Acid → Sodium Chloride

HRID 1047620Notes

Reaction equation

HRID 1047620 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]2[CH:21]=[C:20]([C:22]([O:24]CC)=[O:23])[S:19][C:11]=2[N:12]([CH:14]([CH:16]([OH:18])[CH3:17])[CH3:15])[N:13]=1.[OH-].[Na+:28].[ClH:29]>CO>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]2[CH:21]=[C:20]([C:22]([OH:24])=[O:23])[S:19][C:11]=2[N:12]([CH:14]([CH:16]([OH:18])[CH3:17])[CH3:15])[N:13]=1.[Cl-:29].[Na+:28]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66661487ethyl 3-(2,4-difluorophenyl)-1-(3-hydroxybutan-2-yl)-1H-thieno[2,3-c]pyrazole-5-carboxylate

Product 2

HCID 5234Sodium ChlorideYield 879.8%HCID 666612313-(2,4-Difluorophenyl)-1-(3-hydroxybutan-2-yl)-1H-thieno[2,3-c]pyrazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 3-(2,4-difluorophenyl)-1-(3-hydroxybutan-2-yl)-1H-thieno[2,3-c]pyrazole-5-carboxylate (134 mg, 0.352 mmol) in methanol (3.5 mL) was added sodium hydroxide (1 M, 1.06 mL, 1.06 mmol). The mixture was stirred at 50° C. for 18 hr. Hydrochloric acid (6M, 0.176 mL, 1.06 mmol) was added. The mixture was concentrated to give the title compound with three equivalents of sodium chloride (181 mg): LC-MS [M+1]=353.3.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-75e86987a5fa4a0eb980af4c51fd45a3
Source dataset
uspto-grants-2013_10
Patent number
US08569512B2

Reaction notes

Loading…