Isopropylamine → N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-N'-isopropyl-3,4,5,6-tetrahydrophthalamide

HRID 742390

Reaction equation

HRID 742390 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].[CH:26]([NH2:29])([CH3:28])[CH3:27]>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:29][CH:26]([CH3:28])[CH3:27])=[O:20]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 15279390N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-3,4,5,6-tetrahydrophthalimide

Product 1

HCID 19425288N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-N'-isopropyl-3,4,5,6-tetrahydrophthalamideYield 60.2%

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), isopropylamine (0.600 g, 10.2 mmol) and benzene (25 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 precipitated crystals were isolated by filtration. The crystals were washed with hexane and dried to obtain N-(2-fluoro-4-chloro-5-cyclopentyloxyphenyl)-N'-isopropyl-3,4,5,6-tetrahydrophthalamide as white crystals (0.700 g, 60.0% yield).

Workup

  1. customAfter completion of the reaction
  2. customthe precipitated crystals were isolated by filtration
  3. washThe crystals were washed with hexane
  4. customdried

Sources & evidence

ORD record
ord-f08f75bef49f4820bdc15026a6cfff3f
Source dataset
uspto-grants-1996_09
Patent number
US05554581

Linked notes

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