Water → Ispronicline hemigalactarate

HRID 324266

反応式

HRID 324266 の反応式
[CH3:1][NH:2][C@H:3]([CH2:5]/[CH:6]=[CH:7]/[C:8]1[CH:9]=[N:10][CH:11]=[C:12]([O:14][CH:15]([CH3:17])[CH3:16])[CH:13]=1)[CH3:4].[O:18]=[C:19]([OH:31])[C@@H:20]([C@H:22]([C@H:24]([C@@H:26]([C:28]([OH:30])=[O:29])[OH:27])[OH:25])[OH:23])[OH:21].O>C(O)C>[O:18]=[C:19]([OH:31])[C@@H:20]([C@H:22]([C@H:24]([C@@H:26]([C:28]([OH:30])=[O:29])[OH:27])[OH:25])[OH:23])[OH:21].[CH3:1][NH:2][C@H:3]([CH2:5]/[CH:6]=[CH:7]/[C:8]1[CH:9]=[N:10][CH:11]=[C:12]([O:14][CH:15]([CH3:17])[CH3:16])[CH:13]=1)[CH3:4].[CH3:1][NH:2][C@H:3]([CH2:5]/[CH:6]=[CH:7]/[C:8]1[CH:9]=[N:10][CH:11]=[C:12]([O:14][CH:15]([CH3:17])[CH3:16])[CH:13]=1)[CH3:4]

参加物

5

反応物 3

HCID 962WaterHCID 3037582Galactaric acidHCID 9824145Ispronicline

生成物 1

HCID 72941778Ispronicline hemigalactarate収率 26%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

(2S)-(4E)-N-Methyl-5-(5-isopropoxy-3-pyridyl)-4-penten-2-amine (2.00 g, 8.55 mmol) was dissolved in ethyl alcohol (20 mL), assisted by warming to 70° C. The warm solution was treated with galactaric acid (900 mg, 4.27 mmol) in one portion, followed by the dropwise addition of water (0.5 mL). The solution was filtered while hot to remove some insoluble material. The filtrate was allowed to cool to ambient temperature. The resulting crystals were filtered, washed with anhydrous diethyl ether, and dried under vacuum at 40° C. to yield a white, crystalline powder (750 mg, 26.0%), mp 140-143° C.

後処理

  1. filtrationThe solution was filtered while hot
  2. customto remove some insoluble material
  3. temperatureto cool to ambient temperature
  4. filtrationThe resulting crystals were filtered
  5. washwashed with anhydrous diethyl ether
  6. customdried under vacuum at 40° C.

出典と根拠

ORDレコード
ord-c6e995d4b6194f5eadd64a0377b71d17
出典データセット
uspto-grants-2001_04
特許番号
US06218383B1

関連ノート

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