Pyridine → HCID 67284525, compound

HRID 1431226Notes

Reaction equation

HRID 1431226 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].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:3]=[C:4]([NH:5][C:22](=[O:23])[CH:16]([CH3:15])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 97423-FluoroanilineHCID 11857Diethyl methylmalonate

Product 1

HCID 67284525HCID 67284525, compound

Procedure

Prepared according to Procedure A using 3-fluoroaniline (18 mL, 187 mmol), pyridine (31 mL, 374 mmol) and diethyl methylmalonate (48 mL, 281 mmol). The crude was purified by column chromatography on silica (using a gradient of hexanes:EtOAc, 1:0 to 3:1 as eluant) to give ethyl 3-(3-fluorophenylamino)-2-methyl-3-oxopropanoate as a light brown solid. Mass Spectrum (ESI) m/e=240.1 (M+1).

Workup

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

Sources & evidence

ORD record
ord-dc12586aa125489e8a8d0b5b85ebf5ed
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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