Hydrochloric Acid → 1-(Piperidin-4-ylmethyl)-1H-pyrazole-4-carboxamide hydrochloride

HRID 75108Notes

Reaction equation

HRID 75108 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][N:7]([CH2:9][CH:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)[CH:8]=1)(=[O:3])[NH2:2].[ClH:23]>C(O)(C)C>[ClH:23].[NH:13]1[CH2:14][CH2:15][CH:10]([CH2:9][N:7]2[CH:8]=[C:4]([C:1]([NH2:2])=[O:3])[CH:5]=[N:6]2)[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86688414HCID 86688414, compound

Product 1

HCID 866884131-(Piperidin-4-ylmethyl)-1H-pyrazole-4-carboxamide hydrochlorideYield 103.9%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A suspension of 0.96 g (3.11 mmol) of tert-butyl 4-(4-carbamoylpyrazol-1-ylmethyl)piperidine-1-carboxylate, obtained in stage 13.1., in 25 ml of a 5N solution of hydrochloric acid (124 mmol) in isopropanol is stirred overnight. It is evaporated to dryness and then coevaporated twice with 25 ml of ethyl acetate. The product is resuspended in 25 ml of ethyl acetate. It is filtered, washed twice with 10 ml of ethyl acetate and dried under vacuum in order to obtain 0.91 g (3.23 mmol) of product in the form of a white powder.

Workup

  1. customobtained in stage 13.1
  2. customIt is evaporated to dryness
  3. filtrationIt is filtered
  4. washwashed twice with 10 ml of ethyl acetate
  5. customdried under vacuum in order

Sources & evidence

ORD record
ord-a3767dab99344c88b0e4a7806765328b
Source dataset
uspto-grants-2014_09
Patent number
US08835418B2

Reaction notes

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