ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Methyl morpholine oxide → (4RS,5SR)-1-[2-(4-chloro-2,5-difluorophenyl)thieno[3,2-d]pyrimidine-4-yl]azepane-4,5-diol hydrochloride

HRID 225488
ノート
印刷プレビュー

反応式

HRID 225488 の反応式
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[N:10]=[C:11]([N:18]3CCC=C[CH2:20][CH2:19]3)[C:12]3[S:17][CH:16]=[CH:15][C:13]=3[N:14]=2)=[C:4]([F:25])[CH:3]=1.C[N+]1([O-])CC[O:30]CC1.[CH2:34]1[CH2:38][O:37][CH2:36][CH2:35]1.O.Cl.CCOC(C)=O>C1COCC1.[Os](=O)(=O)(=O)=O.C(O)(C)(C)C.O>[ClH:1].[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[N:10]=[C:11]([N:18]3[CH2:38][CH2:34][CH:35]([OH:30])[CH:36]([OH:37])[CH2:20][CH2:19]3)[C:12]3[S:17][CH:16]=[CH:15][C:13]=3[N:14]=2)=[C:4]([F:25])[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 82029Methyl morpholine oxideHCID 21866389Hydrogen chloride-ethyl acetateHCID 21881883Oxolane--water (1/1)HCID 690759792-(4-chloro-2,5-difluorophenyl)-4-(2,3,6,7-tetrahydro-1H-azepine-1-yl)thieno[3,2-d]pyrimidine

生成物 1

HCID 69079363(4RS,5SR)-1-[2-(4-chloro-2,5-difluorophenyl)thieno[3,2-d]pyrimidine-4-yl]azepane-4,5-diol hydrochloride

試薬・触媒・溶媒 3

HCID 87401860HCID 87401860、化合物触媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 582 mg of 2-(4-chloro-2,5-difluorophenyl)-4-(2,3,6,7-tetrahydro-1H-azepine-1-yl)thieno[3,2-d]pyrimidine, 235 mg of N-methylmorpholine-N-oxide, 1.30 ml of 2.5 w % osmium tetroxide-tert-butanol solution and 10 ml of THF-water (4:1) was stirred for 20 hours at room temperature. After 50 ml of water was added to the reaction mixture and extracted with EtOAc, the resultant washed with a saturated saline solution. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure. the obtained residue was purified by silica gel column chromatography (chloroform-MeOH) to give a foam-like substance. After the obtained foam-like substance was dissolved in 20 ml of THF and 2 ml of 4M HCl-EtOAc solution was added, it was concentrated under reduced pressure to give a solid. This solid was recrystallized from EtOH-ether to give 618 mg of (4RS,5SR)-1-[2-(4-chloro-2,5-difluorophenyl)thieno[3,2-d]pyrimidine-4-yl]azepane-4,5-diol hydrochloride.

後処理

  1. extractionextracted with EtOAc
  2. washthe resultant washed with a saturated saline solution
  3. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography (chloroform-MeOH)
  6. customto give a foam-like substance
  7. concentrationit was concentrated under reduced pressure
  8. customto give a solid
  9. customThis solid was recrystallized from EtOH-ether

出典と根拠

ORDレコード
ord-2fc93ec8becc49c9ad23730716f1cdf3
出典データセット
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07557112B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート