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

HRID 1181551ノート

反応式

HRID 1181551 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 22561186Pyridine triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2cfb0af5c4fa4c9a9c81bd84ffff16a0
出典データセット
uspto-grants-2007_10
特許番号
US07285565B2

反応ノート

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