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4-Amino-1-methylpiperidine → 5,6-dimethyl-N4-(1-methylpiperidin-4-yl)-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

HRID 63169
ノート
印刷プレビュー

反応式

HRID 63169 の反応式
[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.[CH3:23][N:24]1CCC(N)CC1>>[CH3:13][C:12]1[C:7]([NH:6][CH:1]2[CH2:2][CH2:3][N:24]([CH3:23])[CH2:4][CH2:5]2)=[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 27375314-Amino-1-methylpiperidineHCID 71738410N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

生成物 1

HCID 717388685,6-dimethyl-N4-(1-methylpiperidin-4-yl)-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

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 1-methylpiperidin-4-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 light-grey solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.68 (bs, 4H) 1.85 (s, 3H) 2.13 (bs, 3H) 2.57 (bs, 3H) 2.66 (bs, 2H) 3.13 (d, J=11.82 Hz, 2H) 3.81 (bs, 1H) 4.52 (d, J=5.91 Hz, 2H) 6.52 (s, 1H) 7.15-7.22 (m, 1H) 7.27 (d, J=7.79 Hz, 1H) 7.70 (d, J=7.66 Hz, 1H) 8.48 (d, J=4.03 Hz, 1H); MS (ESI) m/z 327.5 (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-6a46253aa4a44ff993d6391f76dd63b4
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09447051B2

反応ノート

読み込み中…

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