Ethyl isobutyrylacetate → HCID 57770808, compound

HRID 1669891Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[CH:8]=[C:9]([N:11]=[N+:12]=[N-:13])[CH:10]=1)=[O:4].[C:21]([CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])(=O)[CH:22]([CH3:24])[CH3:23].CC[O-].[Na+]>CCO>[CH2:30]([O:29][C:27]([C:26]1[N:13]=[N:12][N:11]([C:9]2[CH:8]=[C:7]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:10]=2)[C:21]=1[CH:22]([CH3:24])[CH3:23])=[O:28])[CH3:31]

Participants

Conditions

Temperature: 80 °C

Procedure

To a mixture of 5-azido-4′-methyl-biphenyl-3-carboxylic acid methyl ester (200 mg, 0.75 mmol) and ethyl isobutyrylacetate (119 mg, 0.75 mmol) in EtOH (5 mL) was added EtONa (51 mg, 0.75 mmol) and the mixture was heated to 80° C. for two hours, then cooled to room temperature. EtOH was removed from the reaction mixture to afford 5-isopropyl-1-(5-methoxycarbonyl-4′-methyl-biphenyl-3-yl)-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester as a gel which was used directly in the next step.

Workup

temperaturecooled to room temperature
customEtOH was removed from the reaction mixture

Sources & evidence

ORD record: ord-ae8b887abc2d4de9ba524809a090152b
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989637B2

Reaction notes

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