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Water → HCID 58452767、化合物

HRID 70625
ノート
印刷プレビュー

反応式

HRID 70625 の反応式
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([C:22]2[NH:27][C:26](=[O:28])[C:25]([Cl:29])=[CH:24][CH:23]=2)=[CH:15][C@H:16]2[CH2:20][CH2:19][C:18](=[O:21])[NH:17]2)=[CH:10][CH:9]=1.O.[Cl-].[NH4+]>C(#N)C>[Cl:29][C:25]1[C:26](=[O:28])[NH:27][C:22](/[C:14](/[C:11]2[CH:12]=[CH:13][C:8]([CH2:7][N:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:9][CH:10]=2)=[CH:15]/[C@H:16]2[CH2:20][CH2:19][C:18](=[O:21])[NH:17]2)=[CH:23][CH:24]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 31268PyrrolidineHCID 673960336-{1-[4-(bromomethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl}-3-chloropyridin-2(1H)-one

生成物 1

HCID 58452767HCID 58452767、化合物収率 30%

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

Separately, pyrrolidine (0.424 mL) was added to a solution of 6-{1-[4-(bromomethyl)phenyl]-2-[(2R)-5-oxopyrrolidin-2-yl]ethenyl}-3-chloropyridin-2(1H)-one (E:Z=1:2 mixture) (206 mg) in acetonitrile (8.24 mL) at room temperature, and the mixture was stirred at room temperature for one hour. Water and a saturated ammonium chloride solution were sequentially added to the reaction solutions at room temperature, and the mixtures were combined, followed by extraction with chloroform. The organic layers were dried over anhydrous sodium sulfate and filtered. The solvent was then evaporated under reduced pressure. The resulting residue was purified by preparative TLC (chloroform:methanol=5:1) to give the title compound as a white solid (70 mg, 30%).

後処理

  1. extractionfollowed by extraction with chloroform
  2. dry with materialThe organic layers were dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. customThe solvent was then evaporated under reduced pressure
  5. customThe resulting residue was purified by preparative TLC (chloroform:methanol=5:1)

出典と根拠

ORDレコード
ord-d3e64fa0f513486f8b06c29c4a0222c5
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822503B2

反応ノート

読み込み中…

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