8-bromo-6-(2-pyridyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine → 1-(dimethylamino)methyl-8-bromo-6-(2-pyridyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

HRID 1414358ノート

反応式

HRID 1414358 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[CH:12]=[N:13][N:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[C:6]=2[CH:21]=1>CN(C)C=O>[CH3:10][N:11]([CH2:12][C:12]1[N:11]2[C:5]3[CH:4]=[CH:3][C:2]([Br:1])=[CH:21][C:6]=3[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)=[N:8][CH2:9][C:10]2=[N:14][N:13]=1)[CH3:5]

参加物

3

反応物 1

HCID 125625168-bromo-6-(2-pyridyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

生成物 1

HCID 126123801-(dimethylamino)methyl-8-bromo-6-(2-pyridyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of this reagent in 10 ml. of dimethylformamide was added 3.00 mmol of 8-bromo-6-(2-pyridyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine. The mixture was heated to 80° for a total of 24 hours, then quenched in cold water, neutralized with a 10% aqueous sodium hydroxide solution and extracted with chloroform. The chloroform layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to an oil, which was chromatographed over 100 g. of silica gel by eluting with 3% methanol/97% chloroform mixtures. The product was collected and crystallized from ethyl acetate to yield 1-(dimethylamino)methyl-8-bromo-6-(2-pyridyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepine of melting point 163.5°- 165° C.

後処理

  1. additionTo a suspension of this reagent in 10 ml
  2. temperatureThe mixture was heated to 80° for a total of 24 hours
  3. customquenched in cold water
  4. extractionextracted with chloroform
  5. washThe chloroform layer was washed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo to an oil, which
  8. customwas chromatographed over 100 g
  9. washof silica gel by eluting with 3% methanol/97% chloroform
  10. customThe product was collected
  11. customcrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-849680a7bc7e441c94eddf29fa16d1b4
出典データセット
uspto-grants-1977_01
特許番号
US04001262

反応ノート

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