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

Water → 4-(8-benzyloxy-7-methoxy-3-methyl-3H-pyrazolo[3,4-c]quinolin-1-yl)benzonitrile

HRID 2404232
ノート
印刷プレビュー

反応式

HRID 2404232 の反応式
[CH2:1]([O:8][C:9]1[C:18]([O:19][CH3:20])=[CH:17][C:16]2[N:15]=[CH:14][C:13]3[NH:21][N:22]=[C:23]([C:24]4[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[CH:26][CH:25]=4)[C:12]=3[C:11]=2[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:32]([O-])([O-])=O.[K+].[K+].IC.O>CN(C)C=O>[CH2:1]([O:8][C:9]1[C:18]([O:19][CH3:20])=[CH:17][C:16]2[N:15]=[CH:14][C:13]3[N:21]([CH3:32])[N:22]=[C:23]([C:24]4[CH:25]=[CH:26][C:27]([C:28]#[N:29])=[CH:30][CH:31]=4)[C:12]=3[C:11]=2[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 666325304-(8-benzyloxy-7-methoxy-3H-pyrazolo[3,4-c]quinolin-1-yl)benzonitrile

生成物 1

HCID 666321634-(8-benzyloxy-7-methoxy-3-methyl-3H-pyrazolo[3,4-c]quinolin-1-yl)benzonitrile収率 69.4%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

4-(8-Benzyloxy-7-methoxy-3H-pyrazolo[3,4-c]quinolin-1-yl)benzonitrile (2.50 g, 6.15 mmol) is dissolved in N,N-dimethylformamide (72 ml). K2CO3 (1.70 g, 12.3 mmol) and iodomethane (421 μl, 6.76 mmol) are subsequently added at room temperature, and the reaction mixture is stirred for 18 h (TLC (HPTLC) monitoring). The mixture is then added to water (500 ml) and stirred for 30 min. The precipitate obtained is filtered off with suction and chromatographed over flash silica gel (120 g, solvent gradient cyclohexane/0-100% by vol. of ethyl acetate/0-40% by vol. of ethanol). The residue from the product fractions is suspended in 2-propanol, filtered off with suction and dried in a high vacuum, giving 4-(8-benzyloxy-7-methoxy-3-methyl-3H-pyrazolo[3,4-c]quinolin-1-yl)benzonitrile (1.79 g, 4.27 mmol) as a solid having a melting point of 230.4° C. MS: 421.1 (M+H+), TLC (HPTLC): Rf=0.44 (ethyl acetate/ethanol 8:1, parts by volume).

後処理

  1. stirringstirred for 30 min
  2. customThe precipitate obtained
  3. filtrationis filtered off with suction
  4. customchromatographed over flash silica gel (120 g, solvent gradient cyclohexane/0-100% by vol. of ethyl acetate/0-40% by vol. of ethanol)
  5. filtrationfiltered off with suction
  6. customdried in a high vacuum

出典と根拠

ORDレコード
ord-dbfb7d0a83ae4e3c957d847a6ba07083
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08802712B2

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