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N-methyl-2-pyrrolidone → 6-Bromo-1-chloro-4-[(3-chloro-4-methoxybenzyl)amino]phthalazine

HRID 2300153
ノート
印刷プレビュー

反応式

HRID 2300153 の反応式
C1CCN2C(=NCCC2)CC1.[Br:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[C:19]([Cl:23])=[N:18][N:17]=[C:16]2Cl.Cl.[Cl:26][C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][C:34]=1[O:35][CH3:36])[CH2:30][NH2:31].CN1CCCC1=O>O>[Br:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[C:19]([Cl:23])=[N:18][N:17]=[C:16]2[NH:31][CH2:30][C:29]1[CH:32]=[CH:33][C:34]([O:35][CH3:36])=[C:27]([Cl:26])[CH:28]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 13387N-methyl-2-pyrrolidoneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27642873-Chloro-4-methoxybenzylamine hydrochlorideHCID 227444546-Bromo-1,4-dichlorophthalazine

生成物 1

HCID 227444516-Bromo-1-chloro-4-[(3-chloro-4-methoxybenzyl)amino]phthalazine収率 31.9%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
100 °C

実験手順

5.2 ml DBU was added to a mixture of 3.8 g 6-bromo-1,4-dichlorophthalazine, 3.5 g 3-chloro-4-methoxybenzylamine hydrochloride and 30 ml 1-methyl-2-pyrrolidinone, and the mixture was stirred at 100° C. for 3 hr. After cooling, water was added to the reaction solution which was then extracted with ethylacetate. The extract was washed with brine. It was dried over anhydrous magnesium sulfate and filtered, and the filtrate was evaporated. The resulting residue was purified by silica gel column chromatography to give 1.8 g of the title compound as a less polar compound.

後処理

  1. temperatureAfter cooling
  2. extractionwas then extracted with ethylacetate
  3. washThe extract was washed with brine
  4. dry with materialIt was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate was evaporated
  7. customThe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-83c67eabe72f47259fa7a36af3a076b0
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06498159B1

反応ノート

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