Potassium Carbonate → HCID 25116068, compound

HRID 538700Notes

Reaction equation

HRID 538700 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-9776c419ab4a4124a1d88fb7acca0277
Source dataset
uspto-grants-2014_10
Patent number
US08865745B2

Reaction notes

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