Ethyl 2-formylpyridine-4-carboxylate → HCID 90375268, compound

HRID 1507162Notes

Reaction equation

HRID 1507162 reaction equation
[CH:1]([C:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][N:4]=1)=O.[CH3:14][N:15]([CH3:21])[CH2:16]/[CH:17]=[CH:18]\[CH2:19][NH2:20]>>[CH3:14][N:15]([CH3:21])[CH2:16]/[CH:17]=[CH:18]\[CH2:19][NH:20][CH2:1][C:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 19600808Ethyl 2-formylpyridine-4-carboxylateHCID 55285832HCID 55285832, compound

Product 1

HCID 90375268HCID 90375268, compound

Procedure

By General Procedure A from ethyl 2-formylpyridine-4-carboxylate, (Z)—N1,N1-dimethylbut-2-ene-1,4-diamine. Purification by column chromatography (DCM/MeOH/NH4OH, 90:10:1) gave the title compound as yellow viscous oil. 1H NMR (300 MHz, CDCl3): δ 8.8 (d, 1H), 7.8 (s, 1H), 7.7 (d, 1H), 5.7 (m, 2H), 4.34 (q, 2H), 4.0 (s, 2H), 3.4 (d, 2H), 2.9 (d, 2H), 2.2 (s, 6H), 1.32 (t, 3H).

Workup

  1. customPurification by column chromatography (DCM/MeOH/NH4OH, 90:10:1)

Sources & evidence

ORD record
ord-e26ab84ee9a248309af4c0aebe53b2e9
Source dataset
uspto-grants-2015_12
Patent number
US09221801B2

Reaction notes

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