6-Chloro-N-methyl-3-pyridinemethanamine → iso-Propyl 4-acetoxy-3-[(6-chloropyrid-3-ylmethyl)amino]but-2-enecarboxylate

HRID 1797837ノート

反応式

HRID 1797837 の反応式
[C:1]([O:4][CH2:5][C:6]#[C:7][CH2:8][C:9]([O:11][CH:12]([CH3:14])[CH3:13])=[O:10])(=[O:3])[CH3:2].[Cl:15][C:16]1[N:21]=[CH:20][C:19]([CH2:22][NH:23]C)=[CH:18][CH:17]=1>O1CCCC1>[C:1]([O:4][CH2:5][C:6]([NH:23][CH2:22][C:19]1[CH:20]=[N:21][C:16]([Cl:15])=[CH:17][CH:18]=1)=[CH:7][CH2:8][C:9]([O:11][CH:12]([CH3:14])[CH3:13])=[O:10])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 110948836-Chloro-N-methyl-3-pyridinemethanamineHCID 86649326Iso-propyl 4-acetoxybut-2-ynecarboxylate

生成物 1

HCID 86649325iso-Propyl 4-acetoxy-3-[(6-chloropyrid-3-ylmethyl)amino]but-2-enecarboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To an initial charge of 124 mg (0.672 mmol) of iso-propyl 4-acetoxybut-2-ynecarboxylate in 5 ml of anhydrous tetrahydrofuran (THF) are added dropwise 116 mg (0.739 mmol) of 1-(6-chloropyridin-3-yl)-N-methylmethanamine, dissolved in 1 ml of anhydrous THF, at room temperature. The reaction mixture is stirred at room temperature for 16 h and concentrated under reduced pressure. Subsequently, the residue is taken up with toluene and washed successively with dilute aqueous sulphuric acid and sodium hydrogencarbonate solution. After drying over magnesium sulphate and concentrating the organic phase under reduced pressure, 120 mg (50% of theory) of iso-propyl 4-acetoxy-3-[(4-chlorobenzyl)(methyl)amino]but-2-enecarboxylate are obtained.

後処理

  1. concentrationconcentrated under reduced pressure
  2. washwashed successively with dilute aqueous sulphuric acid and sodium hydrogencarbonate solution
  3. dry with materialAfter drying over magnesium sulphate
  4. concentrationconcentrating the organic phase under reduced pressure, 120 mg (50% of theory) of iso-propyl 4-acetoxy-3-[(4-chlorobenzyl)(methyl)amino]but-2-enecarboxylate
  5. customare obtained

出典と根拠

ORDレコード
ord-a49d1405dfc24e3f89814c4ad6668d7b
出典データセット
uspto-grants-2013_01
特許番号
US08343893B2

反応ノート

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