N-bromobutanimide → Methyl 3-amino-6-bromo-5-fluoropicolinate

HRID 705226노트

반응식

HRID 705226 반응식
[NH2:1][C:2]1[C:3]([C:9]([O:11][CH3:12])=[O:10])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.C1C(=O)N([Br:20])C(=O)C1>C(#N)C>[NH2:1][C:2]1[C:3]([C:9]([O:11][CH3:12])=[O:10])=[N:4][C:5]([Br:20])=[C:6]([F:8])[CH:7]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 66652559Methyl 3-amino-5-fluoropicolinate

생성물 1

HCID 72698878Methyl 3-amino-6-bromo-5-fluoropicolinate수율 41%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of methyl 3-amino-5-fluoropicolinate (1.0 equiv.) in acetonitrile (0.3 M solution) was added NBS (1.1 equiv.) for 2 minutes at room temperature. After quenched with water, the reaction mixture was extracted with EtOAc. The crude product was purified by silica column chromatography (20% to 50% EtOAc in hexanes) to give methyl 3-amino-6-bromo-5-fluoropicolinate (41%). LCMS (m/z): 249.1 (MH+); LC Rt=2.80 min.

후처리

  1. customAfter quenched with water
  2. extractionthe reaction mixture was extracted with EtOAc
  3. customThe crude product was purified by silica column chromatography (20% to 50% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-39a8888ae7ca4f19aeb465f7f6c86f97
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09173883B2

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