1-(4-Methoxyphenyl)cyclopropane-1-carbonyl chloride → HCID 136141942, compound

HRID 2245938Notes

Reaction equation

HRID 2245938 reaction equation
[NH:1]([C:3]1[NH:8][C:7](=[O:9])[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:5][N:4]=1)[NH2:2].[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2([C:27](Cl)=O)[CH2:26][CH2:25]2)=[CH:20][CH:19]=1>N1C=CC=CC=1.CO>[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2([C:27]3[N:4]4[N:5]=[C:6]([C:10]5[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=5)[C:7](=[O:9])[NH:8][C:3]4=[N:1][N:2]=3)[CH2:25][CH2:26]2)=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 242737071-(4-Methoxyphenyl)cyclopropane-1-carbonyl chlorideHCID 1356045943-Hydrazinyl-6-phenyl-1,2,4-triazin-5(2H)-one

Product 1

HCID 136141942HCID 136141942, compoundYield 70.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1049PyridineSolvent

Procedure

To a solution of 3-hydrazino-6-phenyl-1,2,4-triazin-5(4H)-one (40.0 mg, 0.197 mmol) in pyridine (0.5 mL) was added 1-(4-methoxyphenyl)cyclopropanecarbonyl chloride (0.062 g, 0.30 mmol) and the resulting mixture was irradiated under microwave at 150° C. for 15 min. The reaction mixture was diluted with methanol and purified by RP-HPLC to afford the desired product (50 mg, 70%). Analytical LCMS: (M+H)+=360.2.

Workup

  1. customthe resulting mixture was irradiated under microwave at 150° C. for 15 min
  2. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-5e48aa6d5acd48ccb9c75cbd863ac3f0
Source dataset
uspto-grants-2010_03
Patent number
US07683060B2

Reaction notes

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