Sodium Azide → 4-Azidomethyl-2-bromo-6-methyl-pyridine

HRID 559711노트

반응식

HRID 559711 반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH2:8]OS(C)(=O)=O)[CH:5]=[C:4]([CH3:14])[N:3]=1.[N-:15]=[N+:16]=[N-:17].[Na+]>CN(C=O)C>[N:15]([CH2:8][C:6]1[CH:5]=[C:4]([CH3:14])[N:3]=[C:2]([Br:1])[CH:7]=1)=[N+:16]=[N-:17]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 59278256Methanesulfonic acid 2-bromo-6-methyl-pyridin-4-ylmethyl ester

생성물 1

HCID 592785094-Azidomethyl-2-bromo-6-methyl-pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of methanesulfonic acid 2-bromo-6-methyl-pyridin-4-ylmethyl ester (410 mg, 1.46 mmol) in DMF (2.0 mL) was added sodium azide (238 mg, 3.66 mmol). After 15 hours, the reaction was quenched with water (10 mL) and extracted with ethyl acetate (3×10 mL). The combined organic layers were washed with water (10 mL) and brine (10 mL), dried over MgSO4, filtered and concentrated. The residue was passed through a pad of silica gel eluting with 30% ethyl acetate in heptane to afford 4-azidomethyl-2-bromo-6-methyl-pyridine.

후처리

  1. customthe reaction was quenched with water (10 mL)
  2. extractionextracted with ethyl acetate (3×10 mL)
  3. washThe combined organic layers were washed with water (10 mL) and brine (10 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cc02b62de0fd43fb8d9680707dd6633b
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063065B2

반응 노트

불러오는 중…