Methanol → HCID 19799249, compound

HRID 1843983Notes

Reaction equation

HRID 1843983 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4](=O)[CH2:3][C:2]1=[O:8].[F:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1.CO>C(Cl)Cl.CCOCC>[F:9][C:10]1[CH:16]=[CH:15][C:13]([NH:14][C:4]2[CH2:5][CH2:6][NH:1][C:2](=[O:8])[CH:3]=2)=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 97314-FluoroanilineHCID 108878632,4-Piperidinedione

Product 1

HCID 19799249HCID 19799249, compoundYield 38.46%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

Piperidine-2,4-dione (I-59d: 10 g, 88.40 mmol) and 4-fluoroaniline (9.82 g, 88.40 mmol) were heated at 120° C. for 5 hours under argon atmosphere. The reaction was monitored by TLC (10% methanol in DCM). The reaction mass was cooled to room temperature, diluted with ether and stirred for 20 minutes. The solid precipitated was collected by filtration to afford 7 g of the product (38.46% yield).

Workup

  1. customThe solid precipitated
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-2438514c4b9c4248a7f9debf7332e9ee
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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