Potassium Carbonate → HCID 66580801, 화합물

HRID 1521874노트

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HRID 1521874 반응식
[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

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 12841679Acetyl azideHCID 68228419HCID 68228419, 화합물

생성물 1

HCID 66580801HCID 66580801, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
110 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-d83ebb1b0f034a5c925744e344cacea5
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073940B2

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