Ethyl 2-formylpyridine-4-carboxylate → HCID 90375097, compound

HRID 1507139Notes

Reaction equation

HRID 1507139 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.Cl.[CH3:15][N:16]([CH3:21])[C:17](=[O:20])[CH2:18][NH2:19]>C(N(CC)CC)C>[CH3:15][N:16]([CH3:21])[C:17]([CH2:18][NH:19][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:20]

Participants

4

Reactant 2

HCID 19600808Ethyl 2-formylpyridine-4-carboxylateHCID 20129283N,N-Dimethylglycinamide--hydrogen chloride (1/1)

Product 1

HCID 90375097HCID 90375097, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

By General Procedure A from Ethyl 2-formylpyridine-4-carboxylate, N,N-dimethylglycineamide hydrochloride, and triethylamine. Purification by column chromatography with a gradient of 0-10% MeOH in DCM gave the title product as yellow oil. 1H NMR (300 MHz, chloroform-d): δ ppm 8.69 (s, 1H), 7.94 (s, 1H), 7.72 (d, 1H), 4.40 (q, 2H), 4.03 (s, 2H), 3.48 (s, 2H), 2.95 (d, 6H), 1.40 (t, 3H).

Workup

  1. customPurification by column chromatography with a gradient of 0-10% MeOH in DCM

Sources & evidence

ORD record
ord-bdf493bce85e4bf5aab0eef62da8dbb2
Source dataset
uspto-grants-2015_12
Patent number
US09221801B2

Reaction notes

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