Methyl iodide → HCID 59773514, 화합물

HRID 2114288노트

반응식

HRID 2114288 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 59773514HCID 59773514, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0f284f7cdd6f4a1f9ed7a459324bc7fa
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07432379B2

반응 노트

불러오는 중…