Water → HCID 59477704, compound

HRID 1516595Notes

Reaction equation

HRID 1516595 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[C:14]([C:16]#[N:17])[C:13]([NH2:18])=[N:12]2)=[CH:7][CH:6]=1)[CH3:2].[C:20](Cl)(=[O:22])[CH3:21].N1C=CC=CC=1.O>O1CCCC1>[CH2:1]([O:3][C:4](=[O:19])[C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH:15]=[C:14]([C:16]#[N:17])[C:13]([NH:18][C:20](=[O:22])[CH3:21])=[N:12]2)=[CH:9][CH:10]=1)[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 6367Acetyl chlorideHCID 59477542HCID 59477542, compound

Product 1

HCID 59477704HCID 59477704, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(3-amino-4-cyanopyrazole-1-yl)benzoic acid ethyl ester (0.1 g) in tetrahydrofuran (4 mL) were added acetyl chloride (0.12 g) and pyridine (0.15 g), and this mixture was stirred at room temperature for 12 hours. This reaction mixture was poured into water, and the precipitated solid was collected by filtration. This obtained solid was washed with ethyl acetate, dried under reduced pressure at 50° C. to give the title compound (0.088 g).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washThis obtained solid was washed with ethyl acetate
  3. customdried under reduced pressure at 50° C.

Sources & evidence

ORD record
ord-849714d0e7234b559f5b6e4f4c9b6299
Source dataset
uspto-grants-2012_07
Patent number
US08227500B2

Reaction notes

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