Triethylamine → HCID 22417585, compound

HRID 1720396Notes

Reaction equation

HRID 1720396 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:4][C:3]=1[N:15]1[C:19](=[O:20])[C:18]2[CH2:21][CH2:22][CH2:23][CH2:24][C:17]=2[C:16]1=[O:25].[CH3:26][O:27][C:28]1[CH:35]=[CH:34]C=C[C:29]=1[CH2:30]N.C([N:38]([CH2:41][CH3:42])CC)C>C1C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14]2)=[CH:4][C:3]=1[NH:15][C:16](=[O:25])[C:17]1[CH2:24][CH2:23][CH2:22][CH2:21][C:18]=1[C:19]([NH:38][CH2:41][C:42]1[CH:34]=[CH:35][C:28]([O:27][CH3:26])=[CH:29][CH:30]=1)=[O:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 812922-MethoxybenzylamineHCID 15279390N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-3,4,5,6-tetrahydrophthalimide

Product 1

HCID 22417585HCID 22417585, compoundYield 37.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

N-(2-Fluoro-4-chloro-5-cyclopentyloxyphenyl)-3,4,5,6-tetrahydrophthalimide (1.00 g, 2.75 mmol), 2-methoxybenzylamine (0.380 g, 2.77 mmol), triethylamine (0.310 g, 3.06 mmol) and benzene (20 ml) as a solvent were placed into a round bottom flask (50 cc) and stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off under reduced pressure, and the resulting crude product was recrystallized from ether/hexane to obtain N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-N'-(4-methoxybenzyl)-3,4,5,6-tetrahydrophthalamide as white crystals (0.520 g, 37.8% yield).

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off under reduced pressure
  3. customthe resulting crude product was recrystallized from ether/hexane

Sources & evidence

ORD record
ord-4ee1b34cee80480686d577351cb45c74
Source dataset
uspto-grants-1996_04
Patent number
US05506190

Reaction notes

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