Reaktion #313779

Reaktionsgleichung

2,4-dichloro-5-fluoropyrimidine

N2

3-methyloxycarbonyl-4-methoxyaniline

2,4-dichloro-5-fluoropyrimidine

HCl

→

2-chloro-5-fluoro-N4-(3-methyloxycarbonyl-4-methoxyphenyl)-4-pyrimidineamine

Lösungsmittel

H2O

H2O

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction flask equipped with a magnetic stirring bar
2. 2
   Sonstigesonicated
3. 3
   SonstigeThe solid obtained
4. 4
   Filtrationwas filtered
5. 5
   Waschenwashed with H2O
6. 6
   Sonstigedried

Vorschrift

The reaction flask equipped with a magnetic stirring bar and a rubber septum (to prevent loss of 2,4-dichloro-5-fluoropyrimidine and N2 inlet was charged with 3-methyloxycarbonyl-4-methoxyaniline (0.88 g, 4.86 mmol), MeOH (3 mL), H2O (7 mL) and 2,4-dichloro-5-fluoropyrimidine (0.81 g, 4.86 mmol). The reaction mixture was stirred at 60° C. for 30 min., diluted with H2O (50 mL), acidified with 2N HCl (6 mL) and sonicated. The solid obtained was filtered, washed with H2O and dried to produce 2-chloro-5-fluoro-N4-(3-methyloxycarbonyl-4-methoxyphenyl)-4-pyrimidineamine R940302. 1H NMR (DMSO-d6): δ 10.10 (1H, s), 8.39 (1H, d, J=3.6 Hz), 8.04 (1H, d, J=2.7 Hz), 7.98–7.93 (1H, m), 7.30 (1H, d, J=9 Hz), 3.92 (3H, s), 3.89 (3H, m); purity 96%; MS (m/e): 312 (MH+).

Quelle