Hydrochloric Acid → HCID 131727135, 화합물

HRID 709331

반응식

HRID 709331 반응식
[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]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 5743DexamethasoneHCID 31297Methanesulfonyl chloride2회

생성물 1

HCID 131727135HCID 131727135, 화합물수율 82.6%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9fb198e288bb401dac4792f81b965445
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09180132B2

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