Pyridine → HCID 67284369, compound
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
Procedure
Prepared according to 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 hexane:EtOAc, 1:0 to 4:1 as eluent) 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
- customPrepared
- customThe crude was purified by column chromatography on silica (
Sources & evidence
- ORD record
- ord-1dc6e72aaf8443bc949433058963ef82
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08765940B2
Reaction notes
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