Diethyl (ethoxymethylene)malonate → Diethyl 2-((6-propylpyridin-2-ylamino)methylene)malonate

HRID 2197698Notes

Reaction equation

HRID 2197698 reaction equation
[CH2:1]([C:4]1[N:9]=[C:8]([NH2:10])[CH:7]=[CH:6][CH:5]=1)[CH2:2][CH3:3].[CH2:11]([O:13][C:14](=[O:25])[C:15](=[CH:21]OCC)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH3:12]>>[CH2:11]([O:13][C:14](=[O:25])[C:15](=[CH:21][NH:10][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:1][CH2:2][CH3:3])[N:9]=1)[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH3:12]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 30163096-Propylpyridin-2-amine

Product 1

HCID 68461848Diethyl 2-((6-propylpyridin-2-ylamino)methylene)malonate

Procedure

The product from Example 2c (223 mg, 1.52 mmol) was reacted with 2-ethoxymethylene-malonic acid diethyl ester 0.350 mL, 1.75 mmol) following the procedure in Example 1a to give the title compound after silica gel column chromatography eluting with EtOAc/hexane (386 mg, 80%).

Sources & evidence

ORD record
ord-f61e9a5fd4c947de8bd7237bd44ad55d
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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