Potassium Carbonate → HCID 25116068, compound

HRID 1528310Notes

Reaction equation

HRID 1528310 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:10]2[C:14]([CH3:16])([CH3:15])[C:13](=[O:17])[N:12]([CH:18]3[CH2:23][CH2:22][N:21]([C:24](=[O:33])[CH2:25][N:26]4[C:30](=[O:31])[CH2:29][CH2:28][C:27]4=[O:32])[CH2:20][CH2:19]3)[N:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].Br[CH2:35][CH:36]1[CH2:38][CH2:37]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:36]1([CH2:35][O:1][C:2]2[CH:3]=[C:4]([C:10]3[C:14]([CH3:15])([CH3:16])[C:13](=[O:17])[N:12]([CH:18]4[CH2:23][CH2:22][N:21]([C:24](=[O:33])[CH2:25][N:26]5[C:27](=[O:32])[CH2:28][CH2:29][C:30]5=[O:31])[CH2:20][CH2:19]4)[N:11]=3)[CH:5]=[CH:6][C:7]=2[O:8][CH3:9])[CH2:38][CH2:37]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 81503BromomethylcyclopropaneHCID 66616564HCID 66616564, compound2×

Product 1

HCID 25116068HCID 25116068, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1 g 1-(2-{4-[3-(3-hydroxy-4-methoxyphenyl)-4,4-dimethyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]piperidin-1-yl}-2-oxoethyl)pyrrolidine-2,5-dione (compound A4), 0.7 g of bromomethylcyclopropane and 1 g of potassium carbonate in 100 ml of acetonitril is refluxed for 8 h after which the solvent is evaporated. The residue is partitioned between water and ethyl acetate, the organic layer is dried over magnesium sulfate and the EA evaporated. The residue is crystallized from ethyl acetate.

Workup

  1. temperatureis refluxed for 8 h after which the solvent
  2. customis evaporated
  3. customThe residue is partitioned between water and ethyl acetate
  4. dry with materialthe organic layer is dried over magnesium sulfate
  5. customthe EA evaporated
  6. customThe residue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-0cf7d402587d47de90463f5242361fab
Source dataset
uspto-grants-2015_07
Patent number
US09090597B2

Reaction notes

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