Isopropanol → (2R)-(4E)-N-Methyl-5-(3-pyridyl)-4-penten-2-amine Hemigalactarate

HRID 489746

反応式

HRID 489746 の反応式
[O:1]=[C:2]([OH:14])[C@@H:3]([C@H:5]([C@H:7]([C@@H:9]([C:11]([OH:13])=[O:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH3:15][NH:16][C@@H:17]([CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)[CH3:18].CC(O)C>O>[O:1]=[C:2]([OH:14])[C@@H:3]([C@H:5]([C@H:7]([C@@H:9]([C:11]([OH:13])=[O:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH3:15][NH:16][C@@H:17]([CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)[CH3:18].[CH3:15][NH:16][C@@H:17]([CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)[CH3:18]

参加物

5

反応物 3

HCID 3776Isopropanol2 回HCID 3037582Galactaric acidHCID 9898976(2R)-(4E)-N-Methyl-5-(3-pyridyl)-4-penten-2-amine

生成物 1

HCID 131722556(2R)-(4E)-N-Methyl-5-(3-pyridyl)-4-penten-2-amine Hemigalactarate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
4 °C

実験手順

Galactaric acid (328.0 mg, 1.56 mmol) and (2R)-(4E)-N-methyl-5-(3-pyridyl)-4-penten-2-amine (600.0 mg, 3.40 mmol) were dissolved in 2-propanol (5 mL) and water (0.2 mL), assisted by heating and sonication. The hot solution was filtered to remove some insoluble material. The solvent was removed on a rotary evaporator, and the residue was dried under high vacuum, producing a cream-colored syrup. The syrup was dissolved in dry 2-propanol (5 mL) and cooled at 4° C. The resulting precipitate was filtered and dried under high vacuum to yield 700 mg (79.7%) of an off-white, crystalline powder, mp 131-134° C.

後処理

  1. temperatureby heating
  2. customsonication
  3. filtrationThe hot solution was filtered
  4. customto remove some insoluble material
  5. customThe solvent was removed on a rotary evaporator
  6. customthe residue was dried under high vacuum
  7. customproducing a cream-colored syrup
  8. filtrationThe resulting precipitate was filtered
  9. customdried under high vacuum
  10. customto yield 700 mg (79.7%) of an off-white, crystalline powder, mp 131-134° C.

出典と根拠

ORDレコード
ord-38ff5e1dc11f41349220c495bca034d8
出典データセット
uspto-grants-2005_12
特許番号
US06979695B2

関連ノート

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