Hydrochloric Acid → 3-(4-isopropoxyphenyl)-1H-pyrazole-4-carbaldehyde hydrochloride

HRID 526769Notes

Reaction equation

HRID 526769 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:15]([CH:16]=[O:17])=[CH:14][N:13](C3CCCCO3)[N:12]=2)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[ClH:24]>>[ClH:24].[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:15]([CH:16]=[O:17])=[CH:14][NH:13][N:12]=2)=[CH:7][CH:6]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 1176662103-(4-Isopropoxy-phenyl)-1-(tetrahydro-pyran-2-yl)-1H-pyrazole-4-carbaldehyde

Product 1

HCID 1784582693-(4-isopropoxyphenyl)-1H-pyrazole-4-carbaldehyde hydrochlorideYield 98%

Procedure

A solution of 3-(4-isopropoxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carbaldehyde (7.4 g, 23.56 mmol) in 3M methanolic HCl (74 mL) was stirred at rt for 3 h. The resulting solution was concentrated and triturated using diethyl ether (50 mL×3) to afford 3-(4-isopropoxyphenyl)-1H-pyrazole-4-carbaldehyde hydrochloride (5.3 g, yield 98%). LCMS (method C): RT=1.96 min, m/z=231.1 [M+H]+.

Workup

  1. concentrationThe resulting solution was concentrated
  2. customtriturated

Sources & evidence

ORD record
ord-0aea8fd604964b55b591db98cba9c097
Source dataset
uspto-grants-2016_05
Patent number
US09346761B2

Reaction notes

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