Methyl iodide → 3-(2-Bromoethyl)-6-methoxy-1-methyl-1H-indole

HRID 624053노트

반응식

HRID 624053 반응식
[H-].[Na+].[CH3:3]I.[Br:5][CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[NH:10][CH:9]=1>C1COCC1>[Br:5][CH2:6][CH2:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=2)[N:10]([CH3:3])[CH:9]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 117368993-(2-bromoethyl)-6-methoxy-1H-indole

생성물 1

HCID 867042163-(2-Bromoethyl)-6-methoxy-1-methyl-1H-indole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A flask was charged with NaH (110 mg, 4.60 mmol), MeI (0.39 mL, 6.13 mmol) and THF (1.5 mL). The resulting grey suspension was stirred at rt for 5 min, then a solution of 3-(2-Bromo-ethyl)-6-methoxy-1H-indole (156 mg, 0.61 mmol) in THF (2.5 mL) was added dropwise. After stirring for 18 h at rt, the reaction mixture was concentrated, redissolved in DCM and washed with H2O (3×). The org. layer was dried (MgSO4), filtered and the solvent was removed under reduced pressure to yield the title compound as an yellow oil which was used as such in the next step. LC-MS conditions B: tR=0.94 min, [M+H]+=no ionization.

후처리

  1. stirringAfter stirring for 18 h at rt
  2. concentrationthe reaction mixture was concentrated
  3. dissolutionredissolved in DCM
  4. washwashed with H2O (3×)
  5. dry with materiallayer was dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-258314b0a4df45cf9def54f8ae41cafa
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303023B2

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