Pyridine → HCID 67507950, compound

HRID 1431332Notes

Reaction equation

HRID 1431332 reaction equation
[CH3:1][CH:2]([C:8]([O:10]CC)=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].N1C=CC=CC=1.[Br:19][C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH2:22]>>[Br:19][C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH:22][C:8](=[O:10])[CH:2]([CH3:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

4

Reactant 3

HCID 1049PyridineHCID 11857Diethyl methylmalonateHCID 119922-Bromoaniline

Product 1

HCID 67507950HCID 67507950, compound

Procedure

The ester was prepared according to Procedure A using diethyl 2-methylmalonate (6.00 mL, 34.9 mmol), pyridine (3.76 mL, 46.5 mmol) and 2-bromoaniline (4.00 g, 23.3 mmol). The residue was purified by column chromatography on silica gel (0-30% EtOAc/hexane) to give ethyl 3-(2-bromophenylamino)-2-methyl-3-oxopropanoate as a yellow solid. Mass Spectrum (ESI) m/e=300.0 (M+1).

Workup

  1. customThe ester was prepared
  2. customThe residue was purified by column chromatography on silica gel (0-30% EtOAc/hexane)

Sources & evidence

ORD record
ord-5d438ad0e0c346f5ac88f663b625b68e
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

Loading…