Diisopropylethylamine → HCID 178463033, compound

HRID 573344Notes

Reaction equation

HRID 573344 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][N:5]([CH2:11][CH3:12])[C:6]=1[C:7]([O:9]C)=O.C(O)(=O)C.[CH:17](N)=[NH:18].CCN(C(C)C)C(C)C>C(O)CCC>[CH2:11]([N:5]1[C:6]2[C:7]([OH:9])=[N:18][CH:17]=[N:1][C:2]=2[CH:3]=[N:4]1)[CH3:12]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 160693Formamidine acetateHCID 54775640Methyl 4-amino-1-ethyl-1H-pyrazole-5-carboxylate

Product 1

HCID 178463033HCID 178463033, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of methyl 4-amino-1-ethyl-1H-pyrazole-5-carboxylate (1.75 g), formamidine acetate (1.615 g), n-butanol (20 mL) and DIPEA (20 mL) was stirred at 120° C. for 3 h. The mixture was concentrated under reduced pressure, and the residual crystals were washed with AcOEt/hexane to give the title compound (1.47 g).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washthe residual crystals were washed with AcOEt/hexane

Sources & evidence

ORD record
ord-281c048aa3bc4786a9fa55ad353ca83f
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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