4-(Trifluoromethoxy)benzylamine → N4-cyclohexyl-5,6-dimethyl-N2-[4-(trifluoromethoxy)benzyl]pyrimidine-2,4-diamine

HRID 63101

反応式

HRID 63101 の反応式
Cl.[CH:2]1([NH:8][C:9]2[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]=[C:11](NCC3C=CC=CN=3)[N:10]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[F:25][C:26]([F:37])([F:36])[O:27][C:28]1[CH:35]=[CH:34][C:31]([CH2:32][NH2:33])=[CH:30][CH:29]=1>>[CH:2]1([NH:8][C:9]2[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]=[C:11]([NH:33][CH2:32][C:31]3[CH:34]=[CH:35][C:28]([O:27][C:26]([F:36])([F:37])[F:25])=[CH:29][CH:30]=3)[N:10]=2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

参加物

3

反応物 2

HCID 5718464-(Trifluoromethoxy)benzylamineHCID 131737202N4-cyclohexyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine hydrochloride

生成物 1

HCID 131737204N4-cyclohexyl-5,6-dimethyl-N2-[4-(trifluoromethoxy)benzyl]pyrimidine-2,4-diamine

実験手順

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 [4-(trifluoromethoxy)benzyl]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 white solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.19-1.28 (m, 3H), 1.59 (d, J=13.59 Hz, 4H), 1.67 (s, 1H), 1.86 (s, 3H), 2.23 (s, 3H), 3.79 (s, 1H), 4.56 (d, J=5.04 Hz, 2H), 7.30 (d, J=8.11 Hz, 2H), 7.40-7.45 (m, 2H), 7.57 (d, J=7.23 Hz, 1H), 8.18 (t, J=5.26 Hz, 1H), 12.85 (bs, 1H); MS (ESI) m/z 394.8 (M+1)+.

後処理

  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

出典と根拠

ORDレコード
ord-6087982374cd4b4183cd6de31d820676
出典データセット
uspto-grants-2016_09
特許番号
US09447051B2

関連ノート

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