Triethylamine → Pyrrolidine-1-carboximidamide hydrochloride

HRID 1488074Notes

Reaction equation

HRID 1488074 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[ClH:13].[N:14]1([C:19](=N)[NH2:20])C=CC=N1>CC#N>[ClH:13].[N:1]1([C:19](=[NH:14])[NH2:20])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 2734672Pyrazole-1-carboxamidine monohydrochloride

Product 1

HCID 13221241Pyrrolidine-1-carboximidamide hydrochlorideYield 72%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

Into a 100-mL round-bottom flask, was placed a solution of pyrrolidine (5.8 mL, 70.30 mmol) in CH3CN (30 mL). Triethylamine (9.8 mL, 70.17 mmol) and 1H-pyrazole-1-carboximidamide hydrochloride (10.2 g, 69.59 mmol) was added to the reaction. The reaction mixture was stirred overnight at 60° C. The product was collected by filtration to yield 7.5 g (71%) of the title compound as a white solid.

Workup

  1. customInto a 100-mL round-bottom flask, was placed
  2. filtrationThe product was collected by filtration

Sources & evidence

ORD record
ord-4e56b6b75857492abb1472fcca655b68
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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