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

Cesium carbonate → tert-Butyl 2,2-dimethyl-5-((6-((2'-(trifluoromethyl)biphenyl-4-yl)methoxy)-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-1,3-dioxan-5-ylcarbamate

HRID 710387
ノート
印刷プレビュー

反応式

HRID 710387 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([CH2:12][C:13]1([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:18][O:17][C:16]([CH3:20])([CH3:19])[O:15][CH2:14]1)[CH2:6][CH2:5]2.Cl[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[C:43]([F:46])([F:45])[F:44])=[CH:33][CH:32]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[CH3:19][C:16]1([CH3:20])[O:17][CH2:18][C:13]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])([CH2:12][N:7]2[CH2:6][CH2:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([O:1][CH2:30][C:31]4[CH:32]=[CH:33][C:34]([C:37]5[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=5[C:43]([F:44])([F:45])[F:46])=[CH:35][CH:36]=4)[CH:3]=3)[CH2:8]2)[CH2:14][O:15]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 667266004'-(Chloromethyl)-2-(trifluoromethyl)biphenylHCID 86661788tert-Butyl 5-((6-hydroxy-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

生成物 1

HCID 86661789tert-Butyl 2,2-dimethyl-5-((6-((2'-(trifluoromethyl)biphenyl-4-yl)methoxy)-3,4-dihydroisoquinolin-2(1H)-yl)methyl)-1,3-dioxan-5-ylcarbamate

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A mixture of the product of Step A (0.105 g; 0.27 mmol), the product of Step B (0.08 g; 0.03 mmol) and Cs2CO3 (0.09 g; 0.27 mmol) in anhydrous DMF (1 ml) was stirred overnight at room temperature and solvent was removed in vacuo. The residue was diluted to 15 ml EtOAc and washed with H2O, brine, dried over anhydrous MgSO4, filtered and filtrate evaporated to dryness under reduced pressure. The residue was purified by FCC (SiO2, hexane/EtOAc 9:1) to give the tilted compound (0.12 g; 71%), as colourless solid. 1H-NMR (CDCl3) 1.4 (s, 3H); 1.43 (s, 9H); 1.46 (s, 3H); 2.84 (s, 4H); 2.94 (s, 2H); 3.7 (s, 2H); 3.82 (d, 2H, J=11.5 Hz); 4.07 (d, 2H, J=11.5 Hz); 4.88 (broad s, 1H); 5.07 (s, 2H); 6.74 (d, 1H, J=2.4 Hz); 6.78 (dd, 1H, J=2.4, 8.4 Hz); 6.91 (d, 1H, J=8.4 Hz); 7.29-7.35 (m, 3H); 7.43-7.48 (m, 3H); 7.55 (tr, 1H, J=7.7 Hz); 7.73 (d, 1H, J=7.7 Hz).

後処理

  1. customsolvent was removed in vacuo
  2. additionThe residue was diluted to 15 ml EtOAc
  3. washwashed with H2O, brine
  4. dry with materialdried over anhydrous MgSO4
  5. filtrationfiltered
  6. customfiltrate evaporated to dryness under reduced pressure
  7. customThe residue was purified by FCC (SiO2, hexane/EtOAc 9:1)
  8. customto give the tilted compound (0.12 g; 71%)

出典と根拠

ORDレコード
ord-41b4e88f73374ea7bd7e0f5337b6bf40
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181182B2

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