Methyl 3-(4-aminophenyl)propanoate → Methyl 3-[4-[(4,5-diisopropylfuran-2-carbonyl)amino]phenyl]propionate

HRID 1023708Notes

Reaction equation

HRID 1023708 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][CH2:23][C:24]([O:26][CH3:27])=[O:25])=[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][CH2:23][C:24]([O:26][CH3:27])=[O:25])=[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 417374Methyl 3-(4-aminophenyl)propanoateHCID 584205144,5-Diisopropylfuran-2-carboxylic acid

Product 1

HCID 67394761Methyl 3-[4-[(4,5-diisopropylfuran-2-carbonyl)amino]phenyl]propionateYield 84%

Procedure

In the same manner as that of Example 2, 4,5-diisopropylfuran-2-carboxylic acid (90 mg, 0.459 mmol) was condensed with methyl 3-[4-aminophenyl]propionate, and the resultant was purified by silica gel chromatography [benzene-ethyl acetate (14:1)] to obtain methyl 3-[4-[(4,5-diisopropylfuran-2-carbonyl)amino]phenyl]propionate (138 mg, 84%) as colorless needles.

Workup

  1. customthe resultant was purified by silica gel chromatography [benzene-ethyl acetate (14:1)]

Sources & evidence

ORD record
ord-2d2fd1afcc6140cfad96b1741a89c487
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

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