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Dimethylsulphamoyl chloride → N,N-dimethyl-N'-{4-[3-(morpholin-4-yl)quinoxalin-6-yl]phenyl}sulfuric diamide

HRID 524378
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HRID 524378 반응식
[N:1]1([C:7]2[CH:8]=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)=[CH:12][CH:11]=3)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:24][N:25]([CH3:30])[S:26](Cl)(=[O:28])=[O:27]>N1C=CC=CC=1>[CH3:24][N:25]([CH3:30])[S:26](=[O:28])(=[O:27])[NH:23][C:20]1[CH:21]=[CH:22][C:17]([C:13]2[CH:14]=[C:15]3[C:10](=[CH:11][CH:12]=2)[N:9]=[CH:8][C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)=[N:16]3)=[CH:18][CH:19]=1
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참가 물질

4

반응물 2

HCID 83372Dimethylsulphamoyl chlorideHCID 670349784-(3-Morpholin-4-yl-quinoxalin-6-yl)-phenylamine

생성물 1

HCID 67035357N,N-dimethyl-N'-{4-[3-(morpholin-4-yl)quinoxalin-6-yl]phenyl}sulfuric diamide수율 52.6%

시약·촉매·용매 1

HCID 1049Pyridine용매2회

실험 절차

A mixture of 4-(3-morpholin-4-yl-quinoxalin-6-yl)-phenylamine [intermediate example 4.1] (100 mg) and pyridine (0.5 mL) was treated with a solution of dimethylsulfamyl chloride (75 mg, 0.65 mmol) in pyridine (0.6 mL) and stirred at room temperature overnight. The reaction was partitioned between dichloromethane and water, the phases separated and the organic layer concentrated in vacuo. The residue was purified by preparative reverse phase HPLC to give the title compound (71 mg). 1H-NMR (300 MHz, d6-DMSO) δ=10.06 (1H, br s), 8.76 (1H, s), 7.84 (1H, d), 7.66-7.79 (4H, m)), 7.27 (2H, d), 3.72 (8H, s), 2.70 (6H, s).

후처리

  1. customThe reaction was partitioned between dichloromethane and water
  2. customthe phases separated
  3. concentrationthe organic layer concentrated in vacuo
  4. customThe residue was purified by preparative reverse phase HPLC

출처 및 근거

ORD 기록
ord-6eb27508d5784ec98f66b9a00db5d108
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340528B2

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