Iodine → 1-Chloro-7-iodoisoquinoline

HRID 2175637ノート

反応式

HRID 2175637 の反応式
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[Cl:12])=[CH:4][CH:3]=1.[Li]CCCC.[I:18]I>O1CCCC1>[Cl:12][C:9]1[C:10]2[C:5](=[CH:4][CH:3]=[C:2]([I:18])[CH:11]=2)[CH:6]=[CH:7][N:8]=1

参加物

5

反応物 3

HCID 807IodineHCID 65020247-Bromo-1-ChloroisoquinolineHCID 178418339Butyllithium

生成物 1

HCID 441563091-Chloro-7-iodoisoquinoline

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

Into a 50 mL round-bottom flask, was placed 7-bromo-1-chloroisoquinoline (as prepared in the previous step, 520 mg, 2.15 mmol, 1.00 equiv) and tetrahydrofuran (10 mL). This was followed by the addition of n-BuLi (0.85 mL, 1.25 equiv) dropwise with stirring at −78° C. in 2 min. The resulting solution was allowed to react, with stirring, for an additional 40 min at −80° C. To this was added a solution of I2 (541 mg, 2.14 mmol, 1.25 equiv) in tetrahydrofuran (3 mL) dropwise with stirring at −78° C. in 1 min. The reaction mixture was allowed to react, with stirring, overnight at 25° C. The reaction was then quenched by the addition of 1 mL of water.

後処理

  1. customInto a 50 mL round-bottom flask, was placed
  2. customto react
  3. stirringwith stirring, for an additional 40 min at −80° C
  4. stirringwith stirring at −78° C. in 1 min
  5. customto react
  6. stirringwith stirring, overnight at 25° C
  7. customThe reaction was then quenched by the addition of 1 mL of water

出典と根拠

ORDレコード
ord-cd1b00a85c1043379ef26916ce6290be
出典データセット
uspto-grants-2015_06
特許番号
US09062048B2

反応ノート

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