Diketene → n-(3-Methyl-1h-indazol-5-yl)-3-oxobutanamide

HRID 227725Notes

Reaction equation

HRID 227725 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[CH3:11].[CH2:12]=[C:13]1[O:17][C:15](=[O:16])[CH2:14]1>C(#N)C>[CH3:11][C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[C:2]([NH:1][C:15](=[O:16])[CH2:14][C:13](=[O:17])[CH3:12])[CH:3]=2)[NH:7][N:6]=1

Participants

4

Reactant 2

HCID 12661DiketeneHCID 178434299HCID 178434299, compound

Product 1

HCID 178468065n-(3-Methyl-1h-indazol-5-yl)-3-oxobutanamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-Amino-3-methylindazole (300 mg, 2.04 mmol, 1.00 equiv) was dissolved in acetonitrile (4 mL) and diketene (151 uL, 2.04 mmol, 1.00 equiv) was added. The reaction mixture was stirred overnight, and the reaction mixture was purified directly by silica gel chromatography (50→100% EtOAc/hexanes)

Workup

  1. customthe reaction mixture was purified directly by silica gel chromatography (50→100% EtOAc/hexanes)

Sources & evidence

ORD record
ord-aeaa3ea0c3524b9e9f36c04bb3d359a4
Source dataset
uspto-grants-2009_07
Patent number
US07560467B2

Reaction notes

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