Methyl 4-aminobenzoate → HCID 7741301, compound

HRID 717913Notes

Reaction equation

HRID 717913 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.[CH:21]1([CH2:26][C:27](Cl)=[O:28])[CH2:25][CH2:24][CH2:23][CH2:22]1>O1CCCC1>[CH:21]1([CH2:26][C:27]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=2)=[O:28])[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 12082Methyl 4-aminobenzoateHCID 81531DiisopropylethylamineHCID 3485182Cyclopentylacetyl chloride

Product 1

HCID 7741301HCID 7741301, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 4-aminobenzoate (0.25 g, 1.654 mmol) in tetrahydrofuran (8.27 ml) was treated with diisopropylethylamine (0.433 ml, 2.481 mmol) and 2-cyclopentylacetyl chloride (0.279 g, 1.902 mmol) and the reaction mixture was stirred at ambient temperature for 2 hours. Concentration and normal phase chromatography provided the title compound.

Workup

  1. concentrationConcentration and normal phase chromatography

Sources & evidence

ORD record
ord-097b999c3edb4258bc889d5e263f5da9
Source dataset
uspto-grants-2015_11
Patent number
US09193723B2

Reaction notes

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