Water → HCID 89462935, compound

HRID 530027Notes

Reaction equation

HRID 530027 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)[C:3]=1[C:13]#[N:14].O.[C:16]([O:20][CH2:21][CH3:22])(=[O:19])[CH:17]=[CH2:18]>N1C=CC=CC=1>[NH2:1][C:2]1[N:6]([CH2:18][CH2:17][C:16]([O:20][CH2:21][CH3:22])=[O:19])[N:5]=[C:4]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)[C:3]=1[C:13]#[N:14]

Participants

5

Reactant 3

HCID 962WaterHCID 8821Ethyl AcrylateHCID 178509385HCID 178509385, compound

Product 1

HCID 89462935HCID 89462935, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 5-amino-3-(pyridine-3-yl)-1H-pyrazole-4-carbonitrile (300 mg, 1.62 mmol) in pyridine (4 mL)/H2O (1 mL) was added ethyl acrylate (325 mg, 3.24 mmol). The resulting mixture was stirred at 100° C. for 5 hours. After cooling to rt, the mixture was concentrated in vacuo. The residue was purified by preparative-TLC to afford the desired product: MS (m/z): 286.0 [M+H]+.

Workup

  1. temperatureAfter cooling to rt
  2. concentrationthe mixture was concentrated in vacuo
  3. customThe residue was purified by preparative-TLC

Sources & evidence

ORD record
ord-1dd50878c546400e8f622161486138bc
Source dataset
uspto-grants-2016_05
Patent number
US09351973B2

Reaction notes

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