[5-(Trifluoromethyl)pyridin-2-yl]methanamine → N4-cyclohexyl-5,6-dimethyl-N2-{[5-(trifluoromethyl)pyridin-2-yl]methyl}pyrimidine-2,4-diamine

HRID 63111

반응식

HRID 63111 반응식
Cl.[CH:2]1([NH:8][C:9]2[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]=[C:11]([NH:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[N:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[F:25][C:26]([F:36])([F:35])C1C=CC(CN)=NC=1>>[CH:2]1([NH:8][C:9]2[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]=[C:11]([NH:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([C:26]([F:36])([F:35])[F:25])=[CH:21][N:20]=3)[N:10]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

참가 물질

3

실험 절차

The titled compound was synthesized according to the general procedure described for preparation of N4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 1) using {[5-(trifluoromethyl)pyridin-2-yl]methyl}amine instead of (pyridin-2-ylmethyl)amine. The product 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 light-grey solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.04-1.16 (m, 3H), 1.16-1.19 (m, 2H), 1.38 (d, J=10.21 Hz, 2H), 1.55 (s, 3H), 1.86 (s, 3H), 2.26 (bs, 3H) 3.53 (d, J=5.37 Hz, 1H), 4.73 (s, 2H), 7.53 (d, J=7.52 Hz, 2H), 8.15 (d, J=7.79 Hz, 2H), 8.89 (s, 1H), 12.98 (bs, 1H); MS (ESI) m/z 380.0 (M+1)+.

후처리

  1. customThe titled compound was synthesized
  2. customThe product 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

출처 및 근거

ORD 기록
ord-ab505874f5de4619825cc64ec6360805
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447051B2

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