Hydrochloric Acid → 3-ethyl-4-(6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentanone

HRID 1969552노트

반응식

HRID 1969552 반응식
[CH2:1]([C@@H:3]1[CH2:11][C:6]2(OCC[O:7]2)[CH2:5][C@@H:4]1[C:12]1[N:16]2[C:17]3[CH:23]=[CH:22][N:21]([S:24]([C:27]4[CH:33]=[CH:32][C:30]([CH3:31])=[CH:29][CH:28]=4)(=[O:26])=[O:25])[C:18]=3[N:19]=[CH:20][C:15]2=[N:14][N:13]=1)[CH3:2].Cl>C1COCC1>[CH2:1]([CH:3]1[CH:4]([C:12]2[N:16]3[C:17]4[CH:23]=[CH:22][N:21]([S:24]([C:27]5[CH:28]=[CH:29][C:30]([CH3:31])=[CH:32][CH:33]=5)(=[O:26])=[O:25])[C:18]=4[N:19]=[CH:20][C:15]3=[N:14][N:13]=2)[CH2:5][C:6](=[O:7])[CH2:11]1)[CH3:2]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 679986721-((7S,8R)-8-ethyl-1,4-dioxaspiro[4.4]nonan-7-yl)-6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazine

생성물 1

HCID 585571653-ethyl-4-(6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentanone수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A round bottom flask was charged with 1-((7S,8R)-8-ethyl-1,4-dioxaspiro[4.4]nonan-7-yl)-6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazine (3.56 g, 7.61 mmol) and THF (20 mL). To the solution was added aqueous HCl (6N, 3.81 mL, 22.8 mmol) and the mixture was stirred at rt for about 2 h. The solvent was removed under reduced pressure and DCM (75 mL) and water (50 mL) were added. The layers were separated and the organic solution was dried over anhydrous MgSO4, filtered, and concd under reduced pressure to give 3-ethyl-4-(6-tosyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-1-yl)cyclopentanone as a brown foam (2.99 g, 93%): LC/MS (Table 1, Method c) Rt=1.40 min; MS m/z: 424 (M+H)+.

후처리

  1. customThe solvent was removed under reduced pressure and DCM (75 mL) and water (50 mL)
  2. additionwere added
  3. customThe layers were separated
  4. dry with materialthe organic solution was dried over anhydrous MgSO4
  5. filtrationfiltered

출처 및 근거

ORD 기록
ord-a1957f0e68f9411ca09f8f2fa9a9dcc0
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426411B2

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