Pyridine → HCID 67284369, compound

HRID 1431222Notes

Reaction equation

HRID 1431222 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].N1C=CC=CC=1.[CH3:15][CH:16]([C:22](OCC)=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18]>>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:22](=[O:23])[CH:16]([CH3:15])[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 3

HCID 1049PyridineHCID 95842-FluoroanilineHCID 11857Diethyl methylmalonate

Product 1

HCID 67284369HCID 67284369, compound

Procedure

Prepared according to general Procedure A using 2-fluoroaniline (17 mL, 180 mmol), pyridine (29 mL, 360 mmol) and diethyl methylmalonate (46 mL, 270 mmol). The crude was purified by column chromatography on silica (using a gradient of hexanes:EtOAc, 1:0 to 4:1 as eluant) to give ethyl 3-(2-fluorophenylamino)-2-methyl-3-oxopropanoate as a light brown solid. Mass Spectrum (ESI) m/e=239.9 (M+1).

Workup

  1. customPrepared
  2. customThe crude was purified by column chromatography on silica (

Sources & evidence

ORD record
ord-45281faccf784eeab03961c21214209b
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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