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Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → Methyl ((8R)-8-{[(4-fluorophenyl)sulfonyl](methyl)amino}-8,9-dihydro-pyrido[3,2-b]indolizin-5-yl)acetate

HRID 1036638
ノート
印刷プレビュー

反応式

HRID 1036638 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH3:31])[C@H:12]([CH2:28][CH:29]=O)[CH2:13][N:14]2[C:18]3=[N:19][CH:20]=[CH:21][CH:22]=[C:17]3[C:16]([CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH:15]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]([CH3:31])[C@@H:12]2[CH:28]=[CH:29][C:15]3[N:14]([C:18]4[N:19]=[CH:20][CH:21]=[CH:22][C:17]=4[C:16]=3[CH2:23][C:24]([O:26][CH3:27])=[O:25])[CH2:13]2)(=[O:9])=[O:10])=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 86762093Methyl {1-[(2R)-2-{[(4-fluorophenyl)sulfonyl](methyl)amino}-4-oxobutyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate

生成物 1

HCID 86762094Methyl ((8R)-8-{[(4-fluorophenyl)sulfonyl](methyl)amino}-8,9-dihydro-pyrido[3,2-b]indolizin-5-yl)acetate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a mixture of methyl [1-((2R)-2-{[(4-fluorophenyl)sulfonyl](methyl)amino}-4-oxobutyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]acetate (272 g, 589 mmol) in ethyl acetate (2.5 L) was added PPTS (326.33 g, 1299 mmol). After a period of 4 days at 65° C., the reaction mixture was quenched with saturated sodium bicarbonate and extracted with ethyl acetate. The organic phase was separated, washed with brine, dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by combiflash (10% ethyl acetate in hexane to 100% ethyl acetate) to give the title compound.

後処理

  1. customthe reaction mixture was quenched with saturated sodium bicarbonate
  2. extractionextracted with ethyl acetate
  3. customThe organic phase was separated
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customThe residue was purified by combiflash (10% ethyl acetate in hexane to 100% ethyl acetate)

出典と根拠

ORDレコード
ord-a6a59821ecf34f04b4b0fc69c3686317
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08546422B2

反応ノート

読み込み中…

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