Fumaric Acid → N-(2-Methylpropyl)-N-[(quinolin-3-yl)methyl]piperidin-4-amine fumarate

HRID 2111892ノート

反応式

HRID 2111892 の反応式
[CH3:1][CH:2]([CH3:22])[CH2:3][N:4]([CH2:11][C:12]1[CH:13]=[N:14][C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]/[C:26]([OH:28])=[O:27]>C(OCC)C.CO>[C:23]([OH:30])(=[O:29])/[CH:24]=[CH:25]/[C:26]([OH:28])=[O:27].[CH3:1][CH:2]([CH3:22])[CH2:3][N:4]([CH2:11][C:12]1[CH:13]=[N:14][C:15]2[C:20]([CH:21]=1)=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1

参加物

5

反応物 2

HCID 444972Fumaric AcidHCID 57640314N-(2-methylpropyl)-N-[(quinolin-3-yl)methyl]piperidin-4-amine

生成物 1

HCID 68574554N-(2-Methylpropyl)-N-[(quinolin-3-yl)methyl]piperidin-4-amine fumarate収率 76.4%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 3283Diethyl Ether溶媒2 回

実験手順

N-(2-Methylpropyl)-N-[(quinolin-3-yl)methyl]piperidin-4-amine (0.74 g, 2.50 mmol) is dissolved in diethyl ether (35 ml) and methanol (6 ml). Fumaric acid (0.29 g, 2.50 mmol), in warm methanol (4 ml), is then added. Diethyl ether (100 ml) is added and the solution is heated. The solution is slowly cooled and then placed in the freezer. The solid is filtered and washed with diethyl ether to yield (0.79 g, 76%) of the title product: mass spectrum (ion spray): m/z=298.1 (M+1); 1H NMR (DMSO-d6): δ=8.84 (d, 1H), 8.16 (d, 1H), 7.98-7.91 (m, 2H), 7.71-7.68 (m, 1H), 7.58-7.54 (m, 1H), 6.42 (s, 2H), 3.75 (s, 2H), 3.25-3.22 (m, 2H), 2.76-2.70 (m, 3H), 2.21 (d, 2H), 1.83-1.59 (m, 6H), 0.76 (d, 6H).

後処理

  1. temperaturethe solution is heated
  2. temperatureThe solution is slowly cooled
  3. filtrationThe solid is filtered
  4. washwashed with diethyl ether

出典と根拠

ORDレコード
ord-aecd0983cc464ee784cff57d8d0a4ce1
出典データセット
uspto-grants-2009_04
特許番号
US07521462B2

反応ノート

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