Hydrazine → ((3aS,5S,6aR)-5-aminohexahydro-2H-cyclopenta[b]furan-3a-yl)(6-(trifluoromethyl)-2H-benzo[e][1,3]oxazin-3(4H)-yl)methanone

HRID 1747155노트

반응식

HRID 1747155 반응식
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:4]=[CH:5][C:6]2[O:11][CH2:10][N:9]([C:12]([C@:14]34[CH2:21][C@H:20]([N:22]5C(=O)C6C(=CC=CC=6)C5=O)[CH2:19][C@H:15]3[O:16][CH2:17][CH2:18]4)=[O:13])[CH2:8][C:7]=2[CH:33]=1.NN>C(O)C>[NH2:22][C@@H:20]1[CH2:19][C@H:15]2[O:16][CH2:17][CH2:18][C@@:14]2([C:12]([N:9]2[CH2:8][C:7]3[CH:33]=[C:3]([C:2]([F:35])([F:34])[F:1])[CH:4]=[CH:5][C:6]=3[O:11][CH2:10]2)=[O:13])[CH2:21]1

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 867081552-((3aS,5S,6aR)-3a-(6-(trifluoromethyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine-3-carbonyl)hexahydro-2H-cyclopenta[b]furan-5-yl)isoindoline-1,3-dione

생성물 1

HCID 86708156((3aS,5S,6aR)-5-aminohexahydro-2H-cyclopenta[b]furan-3a-yl)(6-(trifluoromethyl)-2H-benzo[e][1,3]oxazin-3(4H)-yl)methanone

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of the product of Step D (5.39 g, 11.1 mmol, 1 eq) and hydrazine (7.1 mL, 222 mmol, 20 eq) in ethanol (60 mL) was stirred at rt 18 hours. The white solid was filtered, washed with methanol and DCM, and the filtrates concentrated. Saturated NaHCO3 was added, the aqueous extracted with DCM, the organics combined, dried over MgSO4 and concentrated to afford the product of Step E. Calculated for C17H19F3N2O3: 357.1 (M+1). found: 357.3.

후처리

  1. filtrationThe white solid was filtered
  2. washwashed with methanol and DCM
  3. concentrationthe filtrates concentrated
  4. additionSaturated NaHCO3 was added
  5. extractionthe aqueous extracted with DCM
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-aaf9f4cce2fe425cb21e4075fdf669df
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150532B2

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