Hydrochloric Acid → 5-[2-(2,4-Dichloro-phenyl)-acetyl]-1H-pyridin-2-one

HRID 333862Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([C:12]([C:14]1[CH:15]=[N:16][C:17]([O:20]C)=[CH:18][CH:19]=1)=[O:13])C#N.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:12]([C:14]1[CH:19]=[CH:18][C:17](=[O:20])[NH:16][CH:15]=1)=[O:13]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 2-(2,4-dichloro-phenyl)-3-(6-methoxy-pyridin-3-yl)-3-oxo-propionitrile (1.358 g) in 1,4-dioxane (6 ml) was added concentrated aqueous HCl (11.5 ml). The mixture was stirred for 21 h at 80° C. The solvent was evaporated and the residue was suspended in water (30 ml). The pH was adjusted to 7 using concentrated aqueous NaHCO3 solution. The solid was filtered off, washed with water and dried to give the title compound as a colorless solid (0.84 g). MS (m/e, ISP neg. ion)=281.1 [M−H+].

Workup

customThe solvent was evaporated
filtrationThe solid was filtered off
washwashed with water
customdried

Sources & evidence

ORD record: ord-10f01a44d51442c9a29dac60047e8abe
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883786B2

Reaction notes

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