Ammonium Acetate → HCID 11632381, compound

HRID 991550Notes

Reaction equation

HRID 991550 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([C:23](=O)[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)[CH2:11][C:12]([C:14]3[CH:22]=[CH:21][C:17]([C:18]([NH2:20])=[O:19])=[CH:16][CH:15]=3)=O)=[CH:9][C:4]=2[O:3][CH2:2]1.C([O-])(=O)C.[NH4+:35]>CO>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[CH:11]=[C:12]([C:14]4[CH:15]=[CH:16][C:17]([C:18]([NH2:20])=[O:19])=[CH:21][CH:22]=4)[NH:35][C:23]=3[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 18414579HCID 18414579, compound

Product 1

HCID 11632381HCID 11632381, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-(3-Benzo[1,3]dioxol-5-yl-4-oxo4-pyridin-2-ylbutanoyl)benzamide (1.69 g; 4.2 mmol) and ammonium acetate (2.1 g; 27.3 mmol) were reacted together according to the method described in Bioorg. Med. Chem. Letters, 1998, 8, 2689-2694. The title compound was isolated as a brown powder from methanol (126 mg; 8%). 1H NMR (DMSO) δ: 6.04 (2H, s), 6.82-6.93 (4H, m), 7.18-7.32 (3H, m), 7.63-7.74 (1H, m), 7.86-7.96 (5H, m), 8.61 (1H, d, J=4 Hz), 11.63 (1H, brs); m/z (LCMS): 383.9 (M+H)+.

Sources & evidence

ORD record
ord-086390c1c3df4f08afb0144356f35d65
Source dataset
uspto-grants-2002_10
Patent number
US06465493B1

Reaction notes

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