Ethyl chloroformate → (2-Bromo-pyridin-3-yl)carbamic acid ethyl ester

HRID 2080013노트

반응식

HRID 2080013 반응식
[NH2:1][C:2]1[C:3]([Br:8])=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[C:10]([O:12][CH2:13][CH3:14])=[O:11]>N1C=CC=CC=1.[Cl-].[Na+].O>[CH2:13]([O:12][C:10](=[O:11])[NH:1][C:2]1[C:3]([Br:8])=[N:4][CH:5]=[CH:6][CH:7]=1)[CH3:14]

참가 물질

5

반응물 2

HCID 10928Ethyl chloroformateHCID 6428163-Amino-2-bromopyridine

생성물 1

HCID 13803673(2-Bromo-pyridin-3-yl)carbamic acid ethyl ester수율 28%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 57417360Sodium chloride; water용매

실험 절차

3-Amino-2-bromopyridine described in Preparation Example S-1 (1.4 g, 8.1 mmol) was dissolved in pyridine (10 mL), ethyl chloroformate (0.93 mL, 9.7 mmol) was added dropwise on an ice bath, and the solution was stirred for 2 hours at room temperature. After the reaction was completed, the reaction solution was poured into brine, and the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, then evaporated, the resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4), and the title compound (0.56 g, 2.3 mmol, 28%) was obtained.

후처리

  1. extractionthe solution was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customevaporated
  4. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4)

출처 및 근거

ORD 기록
ord-5eedabd02d4c4f6faaf2d614f91ac49a
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932272B2

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