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Pyridine → (1S,6R,9aR)-6-(3,4-difluorophenyl)-1-methyltetrahydro-[1,4]oxazino[3,4-c][1,4]oxazine-3,4-dione

HRID 1677057
ノート
印刷プレビュー

反応式

HRID 1677057 の反応式
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].ClCCl.[F:10][C:11]1[CH:12]=[C:13]([C@H:18]2[NH:23][C@@H:22]([CH:24]([OH:26])[CH3:25])[CH2:21][O:20][CH2:19]2)[CH:14]=[CH:15][C:16]=1[F:17].N1C=CC=CC=1>O>[F:10][C:11]1[CH:12]=[C:13]([C@@H:18]2[CH2:19][O:20][CH2:21][C@@H:22]3[C@H:24]([CH3:25])[O:26][C:1](=[O:5])[C:2](=[O:3])[N:23]23)[CH:14]=[CH:15][C:16]=1[F:17]
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 1049PyridineHCID 6344DichloromethaneHCID 65578Oxalyl chlorideHCID 673752911-[(3R,5R)-5-(3,4-difluorophenyl)morpholin-3-yl]ethanol

生成物 1

HCID 67372582(1S,6R,9aR)-6-(3,4-difluorophenyl)-1-methyltetrahydro-[1,4]oxazino[3,4-c][1,4]oxazine-3,4-dione

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

Under ice-cooling, oxalyl chloride (417 μL) was added dropwise into a dichloromethane (8 mL) solution of 1-[(3R,5R)-5-(3,4-difluorophenyl)morpholin-3-yl]ethanol (424 mg) and pyridine (2 mL). Stirring was continued for 30 minutes at the same temperature. Water was added to the reaction solution, and the organic layer was partitioned, and the resultant was dried with magnesium sulfate, and the solvent was removed under a vacuum. The residue was purified with silica gel column chromatography (heptane/ethyl acetate 9/1→1/4), and the title compound (353 mg) was obtained. The physical property values are as follows.

後処理

  1. temperatureUnder ice-cooling
  2. customthe organic layer was partitioned
  3. dry with materialthe resultant was dried with magnesium sulfate
  4. customthe solvent was removed under a vacuum
  5. customThe residue was purified with silica gel column chromatography (heptane/ethyl acetate 9/1→1/4)

出典と根拠

ORDレコード
ord-a3759d704d804696915004a8013d1d6a
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08008293B2

反応ノート

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