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

HRID 2080013ノート

反応式

HRID 2080013 の反応式
[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]

参加物

5

反応物 2

HCID 10928Ethyl chloroformateHCID 6428163-Amino-2-bromopyridine

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-5eedabd02d4c4f6faaf2d614f91ac49a
出典データセット
uspto-grants-2011_04
特許番号
US07932272B2

反応ノート

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