4-Hydrazino-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide → 4-(3-Furan-2-yl-4,4-dimethyl-5-oxo-4,5-dihydro-pyrazol-1-yl)-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamide

HRID 1695967Notes

Reaction equation

HRID 1695967 reaction equation
C(O[C:4](=[O:15])[C:5]([CH3:14])([CH3:13])[C:6]([C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)=O)C.[NH:16]([C:18]1[CH:37]=[CH:36][C:21]([C:22]([NH:24][CH:25]2[CH2:30][C:29]([CH3:32])([CH3:31])[N:28]([CH3:33])[C:27]([CH3:35])([CH3:34])[CH2:26]2)=[O:23])=[CH:20][CH:19]=1)[NH2:17]>C(O)(=O)C>[O:9]1[CH:10]=[CH:11][CH:12]=[C:8]1[C:6]1[C:5]([CH3:13])([CH3:14])[C:4](=[O:15])[N:16]([C:18]2[CH:37]=[CH:36][C:21]([C:22]([NH:24][CH:25]3[CH2:26][C:27]([CH3:34])([CH3:35])[N:28]([CH3:33])[C:29]([CH3:32])([CH3:31])[CH2:30]3)=[O:23])=[CH:20][CH:19]=2)[N:17]=1

Participants

4

Reactant 2

HCID 595155764-Hydrazino-N-(1,2,2,6,6-pentamethyl-piperidin-4-yl)-benzamideHCID 595155823-Furan-2-yl-2,2-dimethyl-3-oxo-propionic acid ethyl ester

Product 1

HCID 595155804-(3-Furan-2-yl-4,4-dimethyl-5-oxo-4,5-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-2,2-dimethyl-3-oxo-propionic acid ethyl ester (53 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+: 451.4)

Workup

  1. concentrationConcentration
  2. customin vacuo and purification by HPLC

Sources & evidence

ORD record
ord-80fdcade57c54e0693eac25c924749e2
Source dataset
uspto-grants-2012_04
Patent number
US08163757B2

Reaction notes

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