Acetyl chloride → HCID 58808654, compound

HRID 1921553Notes

Reaction equation

HRID 1921553 reaction equation
[NH2:1][CH2:2][C:3]1[O:7][C:6]([C:8]2[CH:9]=[C:10]([CH2:16][CH3:17])[C:11](=[O:15])[NH:12][C:13]=2[CH3:14])=[CH:5][CH:4]=1.[C:18](Cl)(=[O:20])[CH3:19]>>[CH2:16]([C:10]1[C:11](=[O:15])[NH:12][C:13]([CH3:14])=[C:8]([C:6]2[O:7][C:3]([CH2:2][NH:1][C:18](=[O:20])[CH3:19])=[CH:4][CH:5]=2)[CH:9]=1)[CH3:17]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 588087185-(5-aminomethylfuran-2-yl)-3-ethyl-6-methyl-1H-pyridin-2-one

Product 1

HCID 58808654HCID 58808654, compound

Procedure

Example 269 is substantially repeated except for utilizing 5-(5-aminomethylfuran-2-yl)-3-ethyl-6-methyl-1H-pyridin-2-one and acetyl chloride to afford the title compound. MS: m/e=275 (M+H). 1H NMR (D6-DMSO, δ ppm): 11.64 (s, 1H); 8.30 (t, 1H, J=5.3 Hz); 7.45 (s, 1H); 6.39 (d, 1H, J=3.2 Hz); 6.30 (d, 1H, J=3.2 Hz); 4.26 (d, 2H, J=5.3 Hz); 2.40 (q, 2H, J=7.4 Hz); 2.32 (s, 3H); 1.84 (s, 3H); 1.10 (t, 3H, J=7.4 Hz).

Sources & evidence

ORD record
ord-358a93b4810d4aa78336fc4ec266db15
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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