Hydrochloric Acid → 2-(5-Methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-amine

HRID 1480261노트

반응식

HRID 1480261 반응식
CC(S([NH:7][C:8]([CH3:20])([C:14]1[O:15][C:16]([CH3:19])=[N:17][N:18]=1)[CH2:9][CH:10]1[CH2:13][O:12][CH2:11]1)=O)(C)C.Cl.O1CCOCC1>CO.C(OCC)(=O)C>[CH3:19][C:16]1[O:15][C:14]([C:8]([NH2:7])([CH3:20])[CH2:9][CH:10]2[CH2:11][O:12][CH2:13]2)=[N:18][N:17]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 902035952-methyl-N-[1-methyl-1-(5-methyl-1,3,4-oxadiazol-2-yl)-2-(oxetan-3-yl)ethyl]propane-2-sulfinamide

생성물 1

HCID 902032482-(5-Methyl-1,3,4-oxadiazol-2-yl)-1-(oxetan-3-yl)propan-2-amine수율 102.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-methyl-N-[1-methyl-1-(5-methyl-1,3,4-oxadiazol-2-yl)-2-(oxetan-3-yl)ethyl]propane-2-sulfinamide (example 190c, 250 mg, 829 μmol) in methanol (8 ml) was added a 4M solution of hydrochloric acid in dioxane (415 μl, 1.66 mmol). The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was diluted with ethyl acetate and extracted with a 2M aqueous solution of sodium carbonate. The organic phase was collected and the aqueous phase was back-extracted twice with ethylacetate. Combined organic phases were dried over sodium sulfate and evaporated down to dryness to yield the title compound (168 mg) as a crude oil which was used without any purification. MS (ESI, m/z): 198.3 (M+H+).

후처리

  1. extractionextracted with a 2M aqueous solution of sodium carbonate
  2. customThe organic phase was collected
  3. extractionthe aqueous phase was back-extracted twice with ethylacetate
  4. dry with materialCombined organic phases were dried over sodium sulfate
  5. customevaporated down to dryness

출처 및 근거

ORD 기록
ord-1296d1f17f8e4ef6a9ce39e4fae84480
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409866B2

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