p-Aminophenylacetic acid ethyl ester → Ethyl 4-[(4,5-diisopropylfuran-2-carbonyl)amino]phenylacetate

HRID 1023706Notes

Reaction equation

HRID 1023706 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([OH:14])=O)[O:7][C:8]=1[CH:9]([CH3:11])[CH3:10])([CH3:3])[CH3:2].[NH2:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:18][CH:17]=1>>[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:20][CH:21]=2)=[O:14])[O:7][C:8]=1[CH:9]([CH3:10])[CH3:11])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 225219p-Aminophenylacetic acid ethyl esterHCID 584205144,5-Diisopropylfuran-2-carboxylic acid

Product 1

HCID 67395279Ethyl 4-[(4,5-diisopropylfuran-2-carbonyl)amino]phenylacetateYield 86%

Procedure

In the same manner as that of Example 2, 4,5-diisopropylfuran-2-carboxylic acid (60 mg, 0.306 mmol) was condensed with ethyl 4-aminophenylacetate, and the resultant was purified by silica gel chromatography [hexane-ethyl acetate (4:1)] to obtain ethyl 4-[(4,5-diisopropylfuran-2-carbonyl)amino]phenylacetate (94 mg, 86%) as colorless needles.

Workup

  1. customthe resultant was purified by silica gel chromatography [hexane-ethyl acetate (4:1)]

Sources & evidence

ORD record
ord-23dae1022f46482982c679f1078a40ed
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

Loading…