반응 #158459

반응 방정식

2,4-dichloro-5-fluoropyrimidine

N2

3,4-ethylenedioxyaniline

2,4-dichloro-5-fluoropyrimidine

HCl

→

desired product

수율 78.0%

2-Chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine

수율 78.0%

용매

H2O

H2O

MeOH

반응 조건

후처리

1. 1
   기타The reaction flask equipped with a magnetic stifling bar
2. 2
   기타sonicated
3. 3
   기타The solid obtained
4. 4
   여과was filtered
5. 5
   세척washed with H2O
6. 6
   기타dried

실험 절차

The reaction flask equipped with a magnetic stifling bar and a rubber septum (to prevent loss of 2,4-dichloro-5-fluoropyrimidine and N2 inlet was charged with 3,4-ethylenedioxyaniline (34 g, 225 mmol), MeOH (100 mL), H2O (300 mL) and 2,4-dichloro-5-fluoropyrimidine (25 g, 150 mmol). The reaction mixture was stirred at room temperature for 1 h, diluted with H2O (1.5 liter), acidified with 2N HCl (200 mL) and sonicated. The solid obtained was filtered, washed with H2O and dried to obtain 33 g (78%) of the desired product, 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine (R926087). 1H NMR (CDCl3): δ 8.02 (1H, d, J=3 Hz), 7.25 (d, 1H, J=1.2 Hz), 6.98 (dd, 1H, J=2.4 and 8.1 Hz), 6.85 (d, 1H, J=5.7 Hz), 4.27 (m, 4H); 19F NMR (CDCl3): −44570; LCMS: ret. time: 26.70 min.; purity 100%; MS (m/e): 283 (MH+).

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