4-Iodo-2-methoxynicotinaldehyde → HCID 178494190, compound

HRID 2377970Notes

Reaction equation

HRID 2377970 reaction equation
[C:1]([O:5][C:6](=[O:12])[C:7](=O)[C:8](=O)[CH3:9])([CH3:4])([CH3:3])[CH3:2].IC1C=CN=C(OC)C=1C=O.C(OC(C1[NH:30][C:31]([C:35]2[C:36]([O:42][CH3:43])=[N:37][CH:38]=[CH:39][C:40]=2[I:41])=[N:32]C=1C)=O)C>>[I:41][C:40]1[CH:39]=[CH:38][N:37]=[C:36]([O:42][CH3:43])[C:35]=1[C:31]1[NH:30][C:7]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:12])=[C:8]([CH3:9])[N:32]=1

Participants

4

Reactant 3

HCID 100383814-Iodo-2-methoxynicotinaldehydeHCID 10986731Tert-butyl 2,3-dioxobutanoateHCID 178470384HCID 178470384, compound

Product 1

HCID 178494190HCID 178494190, compoundYield 47%

Procedure

2,3-Dioxo-butyric acid tert-butyl ester (0.293 g, 1.54 mmol) and 4-iodo-2-methoxy-pyridine-3-carbaldehyde (0.405 g, 1.54 mmol) were reacted as described for the synthesis of 2-(4-iodo-2-methoxy-pyridin-3-yl)-5-methyl-3H-imidazole-4-carboxylic acid ethyl ester to give the title material (0.303 g, 47%). 1H NMR (400 MHz, DMSO-d6) δ (ppm) 1.58 (s, 9H) 2.46 (s, 3H) 3.85 (s, 3H) 7.64 (d, J=5.31 Hz, 1H) 8.00 (d, J=5.31 Hz, 1H).

Sources & evidence

ORD record
ord-9df4f5fcb7884e1fb84251e3ab93fb0c
Source dataset
uspto-grants-2008_12
Patent number
US07470713B2

Reaction notes

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