2-Fluoroaniline → N4-(2-fluorophenyl)-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

HRID 63141

Reaktionsgleichung

Reaktionsgleichung von HRID 63141
[CH:1]1([NH:6][C:7]2[C:12]([CH3:13])=[C:11]([CH3:14])[N:10]=[C:9]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:23][C:24]1C=CC=CC=1N>>[F:23][C:24]1[CH:2]=[CH:3][CH:4]=[CH:5][C:1]=1[NH:6][C:7]1[C:12]([CH3:13])=[C:11]([CH3:14])[N:10]=[C:9]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[N:8]=1

Komponenten

3

Edukt 2

HCID 95842-FluoroanilineHCID 71738410N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

Produkt 1

HCID 71738615N4-(2-fluorophenyl)-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

Versuchsvorschrift

The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using (2-fluorophenyl)amine instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 2.03 (s, 3H), 2.18 (s, 3H), 4.38 (bs, 2H), 6.84 (bs, 1H), 6.96-7.22 (m, 5H), 7.45-7.78 (m, 3H), 8.15 (bs, 1H); MS (ESI) m/z 324.5 (M+1)+.

Aufarbeitung

  1. customThe titled compound was synthesized
  2. customThe crude material was purified by column chromatography
  3. washeluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1)
  4. washthe final product was washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-ec49bab0f88c4bdd8c8d68a681ca6490
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447051B2

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