Hydrochloric Acid → HCID 131727135、化合物

HRID 709331

反応式

HRID 709331 の反応式
[CH3:1][C@H:2]1[C@:19]([OH:24])([C:20]([CH2:22][OH:23])=[O:21])[C@:18]2([CH3:25])[C@H:4]([C@H:5]3[C@:15]([F:27])([C@@H:16]([OH:26])[CH2:17]2)[C@:14]2([CH3:28])[C:8](=[CH:9][C:10]([CH:12]=[CH:13]2)=[O:11])[CH2:7][CH2:6]3)[CH2:3]1.[CH3:29][S:30](Cl)(=[O:32])=[O:31].Cl>N1C=CC=CC=1>[CH3:1][C@H:2]1[C@:19]([OH:24])([C:20]([CH2:22][OH:23])=[O:21])[C@:18]2([CH3:25])[C@H:4]([C@H:5]3[C@:15]([F:27])([C@@H:16]([OH:26])[CH2:17]2)[C@:14]2([CH3:28])[C:8](=[CH:9][C:10]([CH:12]=[CH:13]2)=[O:11])[CH2:7][CH2:6]3)[CH2:3]1.[S:30]([O-:32])(=[O:11])(=[O:31])[CH3:29]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 5743DexamethasoneHCID 31297Methanesulfonyl chloride2 回

生成物 1

HCID 131727135HCID 131727135、化合物収率 82.6%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

A 200 mL Erlenmeyer flask equipped with a magnetic stir bar and a rubber septum was charged with 5 grams of dexamethasone (12.7 mmol, 1 equivalent) and 16 mL of anhydrous pyridine. The flask was cooled to 0° C. with an ice bath, and 1.2 mL of methanesulfonyl chloride was added. After 1 hour, 0.8 mL of additional methanesulfonyl chloride was added. At two hours, the solution was poured into 100 mL of cold 1M HCl, forming a precipitate. The precipitate was filtered and redissolved in 250 mL of ethanol, and precipitated into 250 mL of 1M HCl. The precipitate was filtered and recrystallized in ethanol, filtered, and dried under vacuum yielding 4.95 g (82.6%) of dexamethasone mesylate.

後処理

  1. customA 200 mL Erlenmeyer flask equipped with a magnetic stir bar
  2. waitAt two hours
  3. customforming a precipitate
  4. filtrationThe precipitate was filtered
  5. dissolutionredissolved in 250 mL of ethanol
  6. customprecipitated into 250 mL of 1M HCl
  7. filtrationThe precipitate was filtered
  8. customrecrystallized in ethanol
  9. filtrationfiltered
  10. customdried under vacuum

出典と根拠

ORDレコード
ord-9fb198e288bb401dac4792f81b965445
出典データセット
uspto-grants-2015_11
特許番号
US09180132B2

関連ノート

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