Ethyl 3-(furan-2-yl)-2-methyl-3-oxopropanoate → 4-(3-Furan-2-yl-4-methyl-5-oxo-2,5-dihydro-pyrazol-1-yl)-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide

HRID 1160136Notes

Reaction equation

HRID 1160136 reaction equation
C(O[C:4](=[O:14])[CH:5]([CH3:13])[C:6]([C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)=O)C.[NH:15]([C:17]1[CH:36]=[CH:35][C:20]([C:21]([NH:23][CH:24]2[CH2:29][C:28]([CH3:31])([CH3:30])[N:27]([CH3:32])[C:26]([CH3:34])([CH3:33])[CH2:25]2)=[O:22])=[CH:19][CH:18]=1)[NH2:16]>C(O)(=O)C>[O:9]1[CH:10]=[CH:11][CH:12]=[C:8]1[C:6]1[NH:16][N:15]([C:17]2[CH:36]=[CH:35][C:20]([C:21]([NH:23][CH:24]3[CH2:25][C:26]([CH3:33])([CH3:34])[N:27]([CH3:32])[C:28]([CH3:31])([CH3:30])[CH2:29]3)=[O:22])=[CH:19][CH:18]=2)[C:4](=[O:14])[C:5]=1[CH3:13]

Participants

4

Reactant 2

HCID 12143105Ethyl 3-(furan-2-yl)-2-methyl-3-oxopropanoateHCID 595155764-Hydrazino-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide

Product 1

HCID 595155784-(3-Furan-2-yl-4-methyl-5-oxo-2,5-dihydro-pyrazol-1-yl)-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-furan-2-yl-2-methyl-3-oxo-propionic acid ethyl ester (49 mg) and 4-Hydrazino-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide (85 mg) in 0.5 ml of acetic acid were heated up at 65° C. for 2 h. Concentration in vacuo and purification by HPLC gave the expected product. MH+=437.3

Workup

  1. concentrationConcentration
  2. customin vacuo and purification by HPLC

Sources & evidence

ORD record
ord-31384d48596e41089c29c9a28378e4bc
Source dataset
uspto-grants-2010_10
Patent number
US07816361B2

Reaction notes

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