Ethyl 2-formylpyridine-4-carboxylate → HCID 90374998, compound

HRID 1507160Notes

Reaction equation

HRID 1507160 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]([CH2:17][CH:18]1[CH2:23][CH2:22][CH:21]([CH2:24][NH2:25])[CH2:20][CH2:19]1)[CH3:16]>>[CH3:16][N:15]([CH2:17][CH:18]1[CH2:23][CH2:22][CH:21]([CH2:24][NH:25][CH2:1][C:3]2[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][N:4]=2)[CH2:20][CH2:19]1)[CH3:14]

Participants

3

Reactant 2

HCID 19600808Ethyl 2-formylpyridine-4-carboxylateHCID 21843884HCID 21843884, compound

Product 1

HCID 90374998HCID 90374998, compound

Procedure

By General Procedure A from ethyl 2-formylpyridine-4-carboxylate and {4-[(dimethylamino)methyl]cyclohexyl}methanamine. Aqueous work up gave the title compound as a yellow oil. Used without further purification. 1H NMR (300 MHz, chloroform-d): δ ppm 8.41 (d, 1H), 8.04 (s, 1H), 7.49 (d, 1H), 4.04 (q, 2H), 3.39 (s, 2H), 2.46 (m, 4H), 2.38 (d, 6H), 1.60 (m, 4H), 1.34 (t, 3H), 1.03 (m, 2H), 0.68 (m, 4H).

Sources & evidence

ORD record
ord-a32ef5bcf602421a8c13474aa62f62c3
Source dataset
uspto-grants-2015_12
Patent number
US09221801B2

Reaction notes

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