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

HRID 2111892노트

반응식

HRID 2111892 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 3283Diethyl Ether용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-aecd0983cc464ee784cff57d8d0a4ce1
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07521462B2

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