Hydrochloric Acid → Methyl 1-(3-chloropyridin-2-yl)-3-(hydroxymethyl)-1H-pyrazole-5-carboxylate

HRID 1515373Notes

Reaction equation

HRID 1515373 reaction equation
Cl.[Cl:2][C:3]1[C:4]([N:9]2[C:13](O)([C:14]([O:16][CH3:17])=[O:15])[CH2:12][C:11]([CH2:19][OH:20])=[N:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1>CO>[Cl:2][C:3]1[C:4]([N:9]2[C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][C:11]([CH2:19][OH:20])=[N:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54577408methyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylate

Product 1

HCID 53235501Methyl 1-(3-chloropyridin-2-yl)-3-(hydroxymethyl)-1H-pyrazole-5-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

HCl solution (9.1 g, as 4% solution in methanol) was added to the suspension of 28.5 g (0.1 mol) of methyl 1-(3-chloropyridin-2-yl)-5-hydroxy-3-(hydroxymethyl)-4,5-dihydro-1H-pyrazole-5-carboxylate in 100 ml of methanol. After ca. 30 min at 25-30° C., a clear, yellow solution had formed. Methanol was removed in vacuo and the precipitate was washed with water. Yield 26.7 g, 100%. M.p. 104° C.

Workup

  1. customa clear, yellow solution had formed
  2. customMethanol was removed in vacuo
  3. washthe precipitate was washed with water

Sources & evidence

ORD record
ord-078b169cced64588bccd99d03ef4f411
Source dataset
uspto-grants-2012_07
Patent number
US08222435B2

Reaction notes

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