Triethylamine → Isoquinoline, 7-(chloromethyl)-

HRID 2417551ノート

反応式

HRID 2417551 の反応式
C(O[C:4]([C:6]1[CH:15]=[C:14]2[C:9]([CH:10]=[CH:11][N:12]=[CH:13]2)=[CH:8][CH:7]=1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(N(CC)CC)C.CS([Cl:33])(=O)=O>C(O)C.ClCCl.O>[Cl:33][CH2:4][C:6]1[CH:15]=[C:14]2[C:9]([CH:10]=[CH:11][N:12]=[CH:13]2)=[CH:8][CH:7]=1

参加物

8

反応物 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 21226445Aluminium lithium hydrideHCID 22632542Ethyl isoquinoline-7-carboxylate

生成物 1

HCID 22632426Isoquinoline, 7-(chloromethyl)-

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

196 mg (0.97 mmol) of 7-ethoxycarbonylisoquinoline obtained in step 1 was dissolved in 15 ml of ethanol. 110 mg (2.9 mmol) of lithium aluminum hydride was added to the solution under cooling with ice, and they were stirred at room temperature for 2 hours. Water was added to the reaction mixture and they were stirred for 2 hours. The reaction solution was filtered, and the filtrate was concentrated. The obtained oily product was dissolved in 10 ml of dichloromethane. 0.26 ml (1.9 mmol) of triethylamine and 0.1 ml (1.3 mmol) of methanesulfonyl chloride were added to the obtained solution, and they were stirred overnight. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the crude product was obtained.

後処理

  1. temperatureunder cooling with ice, and they
  2. stirringwere stirred for 2 hours
  3. filtrationThe reaction solution was filtered
  4. concentrationthe filtrate was concentrated
  5. dissolutionThe obtained oily product was dissolved in 10 ml of dichloromethane
  6. stirringwere stirred overnight

出典と根拠

ORDレコード
ord-134fd3e6364043be9145b1d300494c31
出典データセット
uspto-grants-2004_11
特許番号
US06825191B2

反応ノート

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