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

Trifluoroacetic acid → 9-Hydroxy-5-methoxy-7-(4-trifluoromethyl-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

HRID 853703
ノート
印刷プレビュー

反応式

HRID 853703 の反応式
[CH3:1][O:2][C:3]1[C:12]2[CH2:13][N:14]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[C:15](=[O:16])[C:11]=2[C:10]([O:28]CC2C=CC(OC)=CC=2)=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[N:8]2.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[OH:28][C:10]1[C:11]2[C:15](=[O:16])[N:14]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[CH2:13][C:12]=2[C:3]([O:2][CH3:1])=[C:4]2[C:9]=1[N:8]=[CH:7][CH:6]=[CH:5]2
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 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 589289465-Methoxy-9-(4-methoxy-benzyloxy)-7-(4-trifluoromethyl-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

生成物 1

HCID 104079419-Hydroxy-5-methoxy-7-(4-trifluoromethyl-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one収率 54%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

To 5-methoxy-9-(4-methoxy-benzyloxy)-7-(4-trifluoromethyl-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one 305 (13 mg, 0.026 mmol) dissolved in dichloromethane (0.200 ml) was added triethylsilane (TES, 0.05 ml) and trifluoroacetic acid (TFA, 0.100 ml). After stirring at room temperature for 15 minutes, the reaction mixture was concentrated in vacuo and azeotroped three times with a (1:1) tetrahydrofuran to toluene mixture. The resulting residue was then triturated three times with a (3:1) hexane to ether mixture to afford 9-hydroxy-5-methoxy-7-(4-trifluoromethyl-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one 306 (7 mg, 0.014 mmol, 54%). 1H NMR (CD3OD) δ 9.0 (dd, 1H), 8.58 (dd, 1H), 7.60 (d, 2H), 7.40 (d, 2H), 4.80 (s, 2H), 4.50 (s, 2H), 3.95 (s, 3H). 19F NMR δ −63, −76.2. MS: 389.1 (M+1).

後処理

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customazeotroped three times with a (1:1) tetrahydrofuran to toluene mixture
  3. customThe resulting residue was then triturated three times with a (3:1) hexane to ether mixture

出典と根拠

ORDレコード
ord-0c2b3997264342f286b1e0b1db55b6f6
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07253180B2

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