Hydrogen Sulfide → (4,5-Dimethoxy-2-{[4-(1-methyl(2-imidazolin-2-yl))phenyl]carbonylamino}phenyl)-n-(5-bromo(2-pyridyl))carboxamide

HRID 1181551노트

반응식

HRID 1181551 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[CH:13][C:12]=2[NH:21][C:22]([C:24]2[CH:29]=[CH:28][C:27]([C:30]#[N:31])=[CH:26][CH:25]=2)=[O:23])=[O:10])=[N:6][CH:7]=1.S>CCN(CC)CC.N1C=CC=CC=1>[CH3:20][O:19][C:14]1[C:15]([O:17][CH3:18])=[CH:16][C:11]([C:9]([NH:8][C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][N:6]=2)=[O:10])=[C:12]([NH:21][C:22]([C:24]2[CH:25]=[CH:26][C:27]([C:30]3[N:6]([CH3:7])[CH2:5][CH2:4][N:31]=3)=[CH:28][CH:29]=2)=[O:23])[CH:13]=1

참가 물질

4

반응물 2

HCID 402Hydrogen SulfideHCID 10277543n-{2-[n-(5-Bromo(2-pyridyl))carbamoyl]4,5-dimethoxyphenyl}(4-cyanophenyl)carboxamide

생성물 1

HCID 9828663(4,5-Dimethoxy-2-{[4-(1-methyl(2-imidazolin-2-yl))phenyl]carbonylamino}phenyl)-n-(5-bromo(2-pyridyl))carboxamide

시약·촉매·용매 1

HCID 22561186Pyridine triethylamine용매

실험 절차

To a solution of compound obtained in Example 259 (100 mg, 0.20 mmol) in 10% Et3N/pyridine (10 mL) at 0° C. was bubbled dry H2S gas to saturation. The mixture was stirred at ambient temperatures overnight, and the conversion was complete. The solvent was removed to dryness, and the residue was suspended in anhydrous acetone. (10 mL), followed by addition of MeI (1 mL). The reaction mixture was refluxed for 1 hour. The solvent was removed by rotary evaporation. To the residue was added anhydrous MeOH (10 mL) and N-methylethylenediamine (1 mL). The resulting mixture was refluxed for 1 hour, concentrated and subjected to RP-HPLC purification to give the title compound. MS found for C25H24BrN5O4 (M+H)+: 538.1, 540.1.

후처리

  1. customThe solvent was removed to dryness
  2. addition(10 mL), followed by addition of MeI (1 mL)
  3. temperatureThe reaction mixture was refluxed for 1 hour
  4. customThe solvent was removed by rotary evaporation
  5. additionTo the residue was added anhydrous MeOH (10 mL) and N-methylethylenediamine (1 mL)
  6. temperatureThe resulting mixture was refluxed for 1 hour
  7. concentrationconcentrated
  8. customsubjected to RP-HPLC purification

출처 및 근거

ORD 기록
ord-2cfb0af5c4fa4c9a9c81bd84ffff16a0
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07285565B2

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