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Hydrochloric Acid → (2S,4R)-4-amino-4-(6-bromo-3-fluoropyridin-2-yl)-1,1,1,5,5-pentafluoropentan-2-ol

HRID 930359
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HRID 930359 반응식
[Br:1][C:2]1[N:7]=[C:6]([C@@:8]([NH:19][S@@](C(C)(C)C)=O)([CH2:12][C@@H:13]([OH:18])[C:14]([F:17])([F:16])[F:15])[CH:9]([F:11])[F:10])[C:5]([F:26])=[CH:4][CH:3]=1.Cl>O1CCOCC1.C([O-])([O-])=O.[Na+].[Na+]>[NH2:19][C@:8]([C:6]1[C:5]([F:26])=[CH:4][CH:3]=[C:2]([Br:1])[N:7]=1)([CH:9]([F:11])[F:10])[CH2:12][C@H:13]([OH:18])[C:14]([F:15])([F:16])[F:17]
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HCID 313Hydrochloric AcidHCID 86732179(R)-N-((2S,4R)-2-(6-bromo-3-fluoropyridin-2-yl)-1,1,5,5,5-pentafluoro-4-hydroxypentan-2-yl)-2-methylpropane-2-sulfinamide

생성물 1

HCID 86732180(2S,4R)-4-amino-4-(6-bromo-3-fluoropyridin-2-yl)-1,1,1,5,5-pentafluoropentan-2-ol

시약·촉매·용매 2

HCID 10340Sodium Carbonate용매HCID 312751,4-Dioxane
용매
2회

실험 절차

To a suspension of (R)-N-((2S,4R)-2-(6-bromo-3-fluoropyridin-2-yl)-1,1,5,5,5-pentafluoro-4-hydroxypentan-2-yl)-2-methylpropane-2-sulfinamide (28 mg, 0.059 mmol) in 1,4-dioxane (396 μl) was added hydrochloric acid, 4 M solution in dioxane (59.4 μl, 0.238 mmol) dropwise. The reaction mixture was stirred at RT for 1 h. The mixture was diluted with saturated Na2CO3 and extracted with EtOAc. The organic layer was washed with brine, and dried over sodium sulfate and concentrated in vacuo. The crude product was obtained as yellow oil. MS m/z=367, 369 M+, Calculated for C10H9BrF6N2O: 367.09.

후처리

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2052dfbc42194fd39361d19301ba3a2f
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09296734B2

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