Cyclopentylacetyl chloride → 2-Cyclopentyl-N-(2,6-difluoro-4-morpholin-4-yl-phenyl)-acetamide

HRID 905591

Reaction equation

HRID 905591 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:5]=[C:4]([F:14])[C:3]=1[NH2:15].[CH:16]1([CH2:21][C:22](Cl)=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17]1>C(#N)C>[CH:16]1([CH2:21][C:22]([NH:15][C:3]2[C:2]([F:1])=[CH:7][C:6]([N:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)=[CH:5][C:4]=2[F:14])=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 3485182Cyclopentylacetyl chlorideHCID 592443842,6-Difluoro-4-morpholin-4-yl-phenylamine

Product 1

HCID 116022552-Cyclopentyl-N-(2,6-difluoro-4-morpholin-4-yl-phenyl)-acetamideYield 75%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
150 °C

Procedure

2,6-Difluoro-4-morpholin-4-yl-phenylamine (0.20 g) and cyclopentylacetyl chloride (149 μL) were dissolved in acetonitrile (4 mL) and heated to 150° C. for 10 minutes in a sealed microwave process vial. The reaction mixture was concentrated in vacuo and purified by flash chromatography to furnish 228 mg (75%) of the title compound as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by flash chromatography

Sources & evidence

ORD record
ord-d85462fd6d864d39a916dd2b5d889390
Source dataset
uspto-grants-2011_09
Patent number
US08012962B2

Linked notes

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