Methyl iodide → HCID 59773514、化合物

HRID 2220746ノート

反応式

HRID 2220746 の反応式
[N:1]1[C:11]2[CH2:10][CH2:9][CH2:8][C:7](=[O:12])[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[Li][CH2:14]CCC.CI.[NH4+].[Cl-]>C1COCC1>[CH3:14][N:6]1[C:7](=[O:12])[CH2:8][CH2:9][CH2:10][C:11]2[N:1]=[CH:2][CH:3]=[CH:4][C:5]1=2

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 25517Ammonium ChlorideHCID 122830325H,6H,7H,8H,9H-pyrido(3,2-b)azepin-6-oneHCID 178418339Butyllithium

生成物 1

HCID 59773514HCID 59773514、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A solution of 1.0 eq of 96 in 30 mL of dry THF was cooled to −78° C. While stirring, 1.1 eq of n-BuLi (2.5 M in hexanes) was added dropwise. The reaction solution was warmed to 0° C. and stirred for 1 hr. The solution was then cooled to −78° C. and 1.2 eq of methyl iodide was slowly added. The mixture was stirred, as the solution warmed to rt. After 17 hrs, 50 mL of saturated NH4Cl was added and extracted with EtOAc (3×50 mL). The combined organic extracts were dried over MgSO4 and vacuum filtered. The filtrate was rotary evaporated and dried under vacuum to afford a dark orange colored solid as 97.

後処理

  1. stirringstirred for 1 hr
  2. temperatureThe solution was then cooled to −78° C.
  3. stirringThe mixture was stirred, as the solution
  4. temperaturewarmed to rt
  5. extractionextracted with EtOAc (3×50 mL)
  6. dry with materialThe combined organic extracts were dried over MgSO4 and vacuum
  7. filtrationfiltered
  8. customThe filtrate was rotary evaporated
  9. customdried under vacuum
  10. customto afford a dark orange colored solid as 97

出典と根拠

ORDレコード
ord-ed2fb03b0ca143c6b1f69e97269dd8fb
出典データセット
uspto-grants-2008_08
特許番号
US07417152B2

反応ノート

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