Methyl 5-aminopyridine-2-carboxylate → Methyl 5-[(4,5-diisopropylfuran-2-carbonyl)amino]pyridine-2-carboxylate

HRID 1023709Notes

Reaction equation

HRID 1023709 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]=[CH:18][C:19]([C:22]([O:24][CH3:25])=[O:23])=[N:20][CH:21]=1>>[CH:1]([C:4]1[CH:5]=[C:6]([C:12]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]([O:24][CH3:25])=[O:23])=[N: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 12457877Methyl 5-aminopyridine-2-carboxylateHCID 584205144,5-Diisopropylfuran-2-carboxylic acid

Product 1

HCID 67395929Methyl 5-[(4,5-diisopropylfuran-2-carbonyl)amino]pyridine-2-carboxylateYield 77%

Procedure

In the same manner as that of Example 2, 4,5-diisopropylfuran-2-carboxylic acid (86 mg, 0.439 mmol) was condensed with methyl 5-aminopyridine-2-carboxylate, and the resultant was purified by silica gel chromatography (3% methanol-chloroform) to obtain methyl 5-[(4,5-diisopropylfuran-2-carbonyl)amino]pyridine-2-carboxylate (111 mg, 77%) as colorless prisms.

Workup

  1. customthe resultant was purified by silica gel chromatography (3% methanol-chloroform)

Sources & evidence

ORD record
ord-938029e93262436ea74677a122ff3389
Source dataset
uspto-grants-2014_05
Patent number
US08722730B2

Reaction notes

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