Ethyl Acetate → HCID 178469340, compound

HRID 1475942Notes

Reaction equation

HRID 1475942 reaction equation
[C:1]([C:8]([O:10]CC)=O)#[C:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:25]=[C:24]([NH2:26])[NH:23][N:22]=2)=[CH:17][CH:16]=1.C(OCC)(=O)C>C(O)(=O)C>[OH:10][C:8]1[N:23]2[N:22]=[C:21]([C:18]3[CH:19]=[CH:20][C:15]([O:14][CH3:13])=[CH:16][CH:17]=3)[CH:25]=[C:24]2[N:26]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:1]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 69803Diethyl acetylenedicarboxylateHCID 178488694HCID 178488694, compound

Product 1

HCID 178469340HCID 178469340, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Diethyl acetylenedicarboxylate (883 μL, 5.6 mmol) was added to a solution of 3-(4-methoxyphenyl)-1H-pyrazol-5-amine (1.1 g, 5.6 mmol) in acetic acid (5 mL). The very thick mixture was allowed to stand at room temperature with occasional stirring for 3 h. Ethyl acetate (5 mL) and hexanes (15 mL) were added and the precipitate was filtered, and dried under high vacuum. Yield: 1.26 g (76%); LCMS m/z 314.1 (M+H)+, ret. time=2.25 min.

Workup

  1. customto stand at room temperature
  2. filtrationthe precipitate was filtered
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-866b054236b54286b9b7ee3856ca59ef
Source dataset
uspto-grants-2015_04
Patent number
US09018395B2

Reaction notes

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