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Ethyl 3-aminobenzoate → Ethyl 3-[(4,5-diisopropylfuran-2-carbonyl)amino]benzoate

HRID 1023707
Notes
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Reaction equation

HRID 1023707 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:17]=[C:18]([CH:24]=[CH:25][CH:26]=1)[C:19]([O:21][CH2:22][CH3:23])=[O:20]>>[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([NH:15][C:16]2[CH:17]=[C:18]([CH:24]=[CH:25][CH:26]=2)[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[O:14])[O:7][C:8]=1[CH:9]([CH3:10])[CH3:11])([CH3:2])[CH3:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 11400Ethyl 3-aminobenzoateHCID 584205144,5-Diisopropylfuran-2-carboxylic acid

Product 1

HCID 67394561Ethyl 3-[(4,5-diisopropylfuran-2-carbonyl)amino]benzoateYield 89%

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 3-aminobenzoate, and the resultant was purified by silica gel chromatography [hexane-ethyl acetate (7:2)] to obtain ethyl 3-[(4,5-diisopropylfuran-2-carbonyl)amino]benzoate (93 mg, 89%) as colorless needles.

Workup

  1. customthe resultant was purified by silica gel chromatography [hexane-ethyl acetate (7:2)]

Sources & evidence

ORD record
ord-851ed1bc365c4d25a556b6aeb91b712a
Source dataset
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08722730B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes