Ethanol → HCID 70983988, compound

HRID 1525435Notes

Reaction equation

HRID 1525435 reaction equation
[NH2:1][C:2]1[N:6]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:3]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21].C(O)C>N1C=CC=CC=1>[C:20]([NH:1][C:2]1[N:6]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:5]=[C:4]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)[CH:3]=1)(=[O:22])[CH3:21]

Participants

5

Reactant 3

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 55170688HCID 55170688, compound

Product 1

HCID 70983988HCID 70983988, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of ethyl 2-(5-amino-3-(4-fluorophenyl)-1H-pyrazol-1-yl)acetate (6.91 g, 26.3 mmol) in pyridine (62 mL) was added acetic anhydride (3 ml, 31.5 mmol). The reaction was stirred at room temperature for 16 h. Ethanol was added and the mixture was concentrated in vacuo. The crude residue was purified by column chromatography (silica gel, gradient 10 to 100% ethyl acetate/isohexane) yielding ethyl 2-(5-acetamido-3-(4-fluorophenyl)-1H-pyrazol-1-yl)acetate as a solid (7.6 g).

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customThe crude residue was purified by column chromatography (silica gel, gradient 10 to 100% ethyl acetate/isohexane)

Sources & evidence

ORD record
ord-bbc500fd556e4e068afa06197eb1a452
Source dataset
uspto-grants-2015_07
Patent number
US09079909B2

Reaction notes

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