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Hydrochloric Acid → HCID 86732190、化合物

HRID 930368
ノート
印刷プレビュー

反応式

HRID 930368 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C@@:9]([NH:19][S@@](C(C)(C)C)=O)([CH2:12][C@H:13]([OH:18])[C:14]([F:17])([F:16])[F:15])[CH2:10][F:11])[C:5]([F:8])=[N:6][CH:7]=1.Cl.O1CCOCC1>C(Cl)Cl.CO>[NH2:19][C@@:9]([C:4]1[C:5]([F:8])=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1)([CH2:10][F:11])[CH2:12][C@H:13]([OH:18])[C:14]([F:16])([F:15])[F:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86732189HCID 86732189、化合物

生成物 1

HCID 86732190HCID 86732190、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

(R)-N-((2S,4S)-2-(5-bromo-2-fluoropyridin-3-yl)-1,5,5,5-tetrafluoro-4-hydroxypentan-2-yl)-2-methylpropane-2-sulfinamide (3.68 g, 8.12 mmol) was dissolved in 36 mL methylene chloride and 18 mL MeOH. The solution was stirred at room temperature. Hydrogen chloride, 4M in 1,4-dioxane (20.30 ml, 81 mmol) was added and the reaction mixture was stirred for 1.5 h. The reaction was concentrated, then EtOAc and water was added, followed by addition of saturated sodium bicarbonate solution for neutralization. The layers were separated and the aqueous layer was extracted with EtOAc three times. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to give crude material of (2S,4S)-4-amino-4-(5-bromo-2-fluoropyridin-3-yl)-1,1,1,5-tetrafluoropentan-2-ol that was used without further purification.

後処理

  1. stirringthe reaction mixture was stirred for 1.5 h
  2. concentrationThe reaction was concentrated
  3. additionEtOAc and water was added
  4. additionfollowed by addition of saturated sodium bicarbonate solution for neutralization
  5. customThe layers were separated
  6. extractionthe aqueous layer was extracted with EtOAc three times
  7. washThe combined organic layers were washed with brine
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-f5711a34adea43ffaea5536fd50bb7ee
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09296734B2

反応ノート

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