2-Aminocyclohexanol → 2-({5,6-Dimethyl-2-[(pyridin-2-ylmethyl)amino]pyrimidin-4-yl}amino)cyclohexanol

HRID 63132

反応式

HRID 63132 の反応式
C1(N[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)CCCC1.[NH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH:25]1[OH:30]>>[CH3:13][C:12]1[C:7]([NH:23][CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH:25]2[OH:30])=[N:8][C:9]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:10][C:11]=1[CH3:14]

参加物

3

反応物 2

HCID 232862-AminocyclohexanolHCID 71738410N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

生成物 1

HCID 717385502-({5,6-Dimethyl-2-[(pyridin-2-ylmethyl)amino]pyrimidin-4-yl}amino)cyclohexanol

実験手順

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-aminocyclohexanol 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 (400 MHz, methanol-d6) δ ppm 1.16-1.22 (m, 1H), 1.30-1.41 (m, 3H), 1.50-162 (m, 3H), 1.68-1.74 (m, 1H), 1.91 (s, 3H), 2.20 (s, 3H), 3.72 (bs, 1H), 3.79 (bs, 1H), 4.61 (bs, 2H), 7.18-7.26 (m, 1H), 7.34-7.45 (m, 1H), 7.70-7.82 (m, 1H), 8.47 (bs, 1H); MS (ESI) m/z 328.8 (M+1)+.

後処理

  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

出典と根拠

ORDレコード
ord-4c0b6d4d12874ea9a47b233a66778c24
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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