Furfurylamine → 2-chloro-5-fluoro-N4-(furfuryl)-4-pyrimidineamine

반응식

[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]3OCC[O:18][C:11]=3C=2)[C:5]([F:19])=[CH:4][N:3]=1.ClC1N=C(Cl)C(F)=CN=1.C(N)C1OC=CC=1>>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:14]2[O:18][CH:11]=[CH:12][CH:13]=2)[C:5]([F:19])=[CH:4][N:3]=1

참가 물질

반응물 3

HCID 3438Furfurylamine

HCID 2507052,4-Dichloro-5-fluoropyrimidine

HCID 220603622-chloro-5-fluoro-N-(3,4-ethylenedioxyphenyl)-4-pyrimidineamine

생성물 1

HCID 220607372-chloro-5-fluoro-N4-(furfuryl)-4-pyrimidineamine

실험 절차

In a manner similar to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine, 2,4-dichloro-5-fluoropyrimidine and furfurylamine were reacted to yield 2-chloro-5-fluoro-N4-(furfuryl)-4-pyrimidineamine. 1H NMR (CDCl3): δ 7.91 (d, 1H, J=1.8 Hz), 7.39 (d, 1H, J=1.2 Hz), 6.35 (m, 2H), 5.50 (bs, 1H), 4.69 (d, 2H, J=5.1 Hz); 19F NMR (CDCl3): −45163; LCMS: ret. time: 24.52 min.; purity: 97%; MS (m/e): 228 (M+).