5-Bromo-2-ethylpyrimidine-4-carboxylic acid → 5-Bromo-2-ethylpyrimidine

HRID 383258

Reaction equation

HRID 383258 reaction equation
[Br:1][C:2]1[C:3](C(O)=O)=[N:4][C:5]([CH2:8][CH3:9])=[N:6][CH:7]=1>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[CH:3]=[N:4][C:5]([CH2:8][CH3:9])=[N:6][CH:7]=1

Participants

3

Reactant 1

HCID 669777025-Bromo-2-ethylpyrimidine-4-carboxylic acid

Product 1

HCID 251500695-Bromo-2-ethylpyrimidineYield 38%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2 h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5%) to give compound 0601-121 (1.7 g, 38%) as a yellow liquid. 1H NMR (400 MHz, DMSO-d6): 1.26 (t, J=7.6 Hz, 3H), 2.87 (q, J=7.6 Hz, 2H), 8.90 (s, 2H).

Workup

  1. temperaturewas refluxed for 2 h
  2. temperatureAfter cooling
  3. washwas eluted with petroleum ether

Sources & evidence

ORD record
ord-545b3de311dc4edeb15dc990a64ffdcc
Source dataset
uspto-grants-2013_02
Patent number
US08367663B2

Linked notes

Loading…