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

Potassium Carbonate → 1-{3-Chloro-6-[3-(1,1-dioxo-thiomorpholin-4-yl)-propoxy]-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-phenyl}-ethanone

HRID 219467
ノート
印刷プレビュー

反応式

HRID 219467 の反応式
[C:1]([N:8]1[CH2:13][CH2:12][S:11](=[O:15])(=[O:14])[CH2:10][CH2:9]1)(OC(C)(C)C)=O.Br[CH2:17][CH2:18][CH2:19][O:20][C:21]1[C:26]([O:27][CH2:28][CH2:29][CH:30]([C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)[CH3:31])=[C:25]([O:39][CH3:40])[C:24]([Cl:41])=[C:23]([CH3:42])[C:22]=1[C:43](=[O:45])[CH3:44].C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[Cl:41][C:24]1[C:23]([CH3:42])=[C:22]([C:43](=[O:45])[CH3:44])[C:21]([O:20][CH2:19][CH2:18][CH2:1][N:8]2[CH2:9][CH2:10][S:11](=[O:14])(=[O:15])[CH2:12][CH2:13]2)=[C:26]([O:27][CH2:28][CH2:29][CH:30]([C:32]2[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=2)[CH3:31])[C:25]=1[O:39][CH3:40].[Cl:41][C:24]1[C:23]([CH3:42])=[C:22]([C:43](=[O:45])[CH3:44])[C:21]([O:20][CH2:19][CH2:18][CH2:17][N:8]2[CH2:13][CH2:12][S:11](=[O:14])[CH2:10][CH2:9]2)=[C:26]([O:27][CH2:28][CH2:29][CH:30]([C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)[CH3:31])[C:25]=1[O:39][CH3:40]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 21949260Tert-butyl 1,1-dioxo-1lambda6-thiomorpholine-4-carboxylateHCID 595835011-{2-(3-Bromo-propoxy)-5-chloro-3-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-6-methyl-phenyl}-ethanone

生成物 2

HCID 252546821-{3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-6-[3-(1-oxo-thiomorpholin-4-yl)-propoxy]-phenyl}-ethanone収率 13%
HCID 25254683
1-{3-Chloro-6-[3-(1,1-dioxo-thiomorpholin-4-yl)-propoxy]-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-phenyl}-ethanone
収率 14%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of N—BOC-1,1-dioxothiomorpholine (85 mg, 0.365 mmol) in a mixture of DCM (1 mL) and TFA (1 mL) was stirred at room temperature for 0.1 h before concentrating under vacuum and drying the TFA salt of 1,1-dioxothiomorpholine on the high vacuum pump for 3 h. The salt was dissolved in dry DMF (1 mL) and reacted with Example 22a (92 mg, 0.18 mmol) and K2CO3 (2.16 eq.) under General Procedure L. The crude mixture was purified by flash chromatography (silica gel, hexane/Et2O 1:4→MeOH/DCM 1:19) to afford 23 (14 mg, 14%) and 24 (13 mg, 13%) as clear colourless oils.

後処理

  1. concentrationbefore concentrating under vacuum
  2. dry with materialdrying the TFA salt of 1,1-dioxothiomorpholine on the high vacuum pump for 3 h
  3. dissolutionThe salt was dissolved in dry DMF (1 mL)
  4. customThe crude mixture was purified by flash chromatography (silica gel, hexane/Et2O 1:4→MeOH/DCM 1:19)

出典と根拠

ORDレコード
ord-d89ead20c28b4d1fb0e0ab5a5bfe7154
出典データセット
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08202513B2

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