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 1747155ノート

反応式

HRID 1747155 の反応式
[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

参加物

4

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-aaf9f4cce2fe425cb21e4075fdf669df
出典データセット
uspto-grants-2015_10
特許番号
US09150532B2

反応ノート

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