Triethylamine → 3,4-Dihydro-N-2-pyridinyl-2-(1H)-isoquinolinamine

HRID 612449ノート

反応式

HRID 612449 の反応式
C(N(CC)CC)C.Br[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][CH2:17]Br.[NH:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)[NH2:20]>CN(C)C=O.O.C(OCC)(=O)C>[N:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[NH:19][N:20]1[CH2:17][CH2:16][C:11]2[C:10](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:9]1

参加物

7

反応物 3

HCID 8471TriethylamineHCID 786452-HydrazinopyridineHCID 816791Alpha-bromo-2-(2-bromoethyl)toluene

生成物 1

HCID 195952143,4-Dihydro-N-2-pyridinyl-2-(1H)-isoquinolinamine収率 65.8%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Triethylamine (10.0 ml) was added to a solution of 1-bromomethyl-2-(2-bromoethyl)benzene (10 g) and 2-hydrazinopyridine (3.9 g) in dimethylformamide (250 ml), and the mixture was stirred, under nitrogen, at ambient temperature for about 20 mins. The reaction mixture was diluted with water and ethyl acetate. The organic layer was separated, washed with water and brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The residue was triturated with ethyl acetate to afford 5.3 g (65%) of product. Recrystallization of the product from ethyl acetate gave the analytical sample, mp 116-117° C.

後処理

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated
  6. customThe residue was triturated with ethyl acetate

出典と根拠

ORDレコード
ord-5ac8838528ac4fefad4e4e667a3eca74
出典データセット
uspto-grants-1999_12
特許番号
US06004977

反応ノート

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