Potassium Carbonate → HCID 66580801、化合物

HRID 1521874ノート

反応式

HRID 1521874 の反応式
[N:1]1([C:7]([C:9]2[C:10]3[CH2:29][S:28](=[O:31])(=[O:30])[C:27]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:11]=3[N:12]([C:14]3[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=3)[C:17]#[N:18])[N:13]=2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:32]([N:35]=[N+:36]=[N-])(=O)[CH3:33].C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1>[CH3:33][C:32]1[NH:35][N:36]=[C:17]([C:16]2[CH:15]=[C:14]([N:12]3[C:11]4[C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:27]=5[S:28](=[O:30])(=[O:31])[CH2:29][C:10]=4[C:9]([C:7]([N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)=[O:8])=[N:13]3)[CH:21]=[CH:20][CH:19]=2)[N:18]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 12841679Acetyl azideHCID 68228419HCID 68228419、化合物

生成物 1

HCID 66580801HCID 66580801、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

To a solution of 3-[3-(morpholin-4-ylcarbonyl)-5,5-dioxidothiochromeno[4,3-c]pyrazol-1(4H)-yl]benzonitrile (100 mg, 0.23 mmol) in dry toluene is added acetic azide (34 mg, 0.46 mmol) and K2CO3 (158 mg, 0.115 mmol) under nitrogen. The reaction mixture is heated to 110° C. for 12 h under nitrogen after which it is concentrated under vacuum. The solid residue is purified by Preparative HPLC to afford the title compound as an off white solid. 1H NMR (DMSO-d6, 400 MHz): δ 8.21-8.19 (d, J=7.7 Hz, 1H), 8.03-7.98 (m, 2H), 7.73-7.69 (m, 1H), 7.64-7.56 (m, 3H), 6.92-6.90 (d, J=7.8 Hz, 1H), 4.91 (s, 2H), 3.93 (m, 2H),3.75-3.67 (m, 4H), 3.62-3.61 (m, 2H), 2.37 (s, 3H). MS (ESI+): 491.0. HPLC (max plot) 98.76%; Rt 2.96 min.

後処理

  1. concentrationis concentrated under vacuum
  2. customThe solid residue is purified by Preparative HPLC

出典と根拠

ORDレコード
ord-d83ebb1b0f034a5c925744e344cacea5
出典データセット
uspto-grants-2015_07
特許番号
US09073940B2

反応ノート

読み込み中…