2,5-Furandione, 3,3,4,4-tetrafluorodihydro- → trans-4-[(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)amino]-2,2,3,3-tetrafluoro-4-oxobutanoic acid

HRID 16154ノート

反応式

HRID 16154 の反応式
[F:1][C:2]1([F:11])[C:7](=[O:8])[O:6][C:4](=[O:5])[C:3]1([F:10])[F:9].[Cl:12][C:13]1[CH:32]=[CH:31][C:16]2[O:17][C:18]3[CH:30]=[CH:29][CH:28]=[CH:27][C:19]=3[C@@H:20]3[C@H:25]([NH2:26])[CH2:24][CH2:23][CH2:22][N:21]3[C:15]=2[CH:14]=1>O1CCOCC1>[Cl:12][C:13]1[CH:32]=[CH:31][C:16]2[O:17][C:18]3[CH:30]=[CH:29][CH:28]=[CH:27][C:19]=3[C@@H:20]3[C@H:25]([NH:26][C:7](=[O:8])[C:2]([F:11])([F:1])[C:3]([F:10])([F:9])[C:4]([OH:6])=[O:5])[CH2:24][CH2:23][CH2:22][N:21]3[C:15]=2[CH:14]=1

参加物

4

反応物 2

HCID 696862,5-Furandione, 3,3,4,4-tetrafluorodihydro-HCID 70883458trans-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine

生成物 1

HCID 86599862trans-4-[(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)amino]-2,2,3,3-tetrafluoro-4-oxobutanoic acid収率 74.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Tetrafluorosuccinic anhydride (5.35 μL, 0.05 mmol) was added to trans-7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine (10 mg, 0.03 mmol) in 1 mL of dioxane. The resulting mixture was stirred at room temperature for 30 minutes. Dioxane was removed by evaporation under reduced pressure and ethyl acetate and 2% citric acid were added. The organic layer was washed with brine, dried (Na2SO4) and evaporated to give trans-4-[(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)amino]-2,2,3,3-tetrafluoro-4-oxobutanoic acid (10.6 mg, 51%). Data: (m/z)=472 (M+H)+.

後処理

  1. customDioxane was removed by evaporation under reduced pressure and ethyl acetate and 2% citric acid
  2. additionwere added
  3. washThe organic layer was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customevaporated

出典と根拠

ORDレコード
ord-90f526e606364684b29c4973829d1a40
出典データセット
uspto-grants-2010_06
特許番号
US07737136B2

反応ノート

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