Ethyl 2-formylpyridine-4-carboxylate → Kdm5-C70

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.[NH2:14][CH2:15][C:16]([N:18]([CH2:21][CH2:22][N:23]([CH3:25])[CH3:24])[CH2:19][CH3:20])=[O:17]>>[CH3:24][N:23]([CH3:25])[CH2:22][CH2:21][N:18]([CH2:19][CH3:20])[C:16]([CH2:15][NH:14][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)=[O:17]

Participants

Reactant 2

HCID 19600808Ethyl 2-formylpyridine-4-carboxylate

HCID 90093426HCID 90093426, compound

Product 1

HCID 90094283Kdm5-C70

Procedure

By General Procedure A from ethyl 2-formylpyridine-4-carboxylate and 2-amino-N-[2-(dimethylamino)ethyl]-N-ethylacetamide. 1H NMR (300 MHz, CDCl3), δ ppm: 3.47-3.32 (m, 4H), 3.27-3.20 (m, 2H), 2.44-2.35 (m, 2H), 2.22 (s, 6H), 1.53 (s, 2H), 1.15-1.06 (m, 3H).

Sources & evidence

ORD record: ord-a71e15c6533d41a7a1669c406301a3ff
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09221801B2

Reaction notes

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