Chloroacetyl chloride → n-(5-Bromo-3-methyl-pyridin-2-yl)-2-chloro-acetamide

HRID 1916740

反応式

HRID 1916740 の反応式
[Cl:1][CH2:2][C:3](Cl)=[O:4].[NH2:6][C:7]1[C:12]([CH3:13])=[CH:11][C:10]([Br:14])=[CH:9][N:8]=1.C(N(CC)CC)C>C(Cl)Cl>[Br:14][C:10]1[CH:11]=[C:12]([CH3:13])[C:7]([NH:6][C:3](=[O:4])[CH2:2][Cl:1])=[N:8][CH:9]=1

参加物

5

反応物 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 1379342-Amino-5-bromo-3-methylpyridine

生成物 1

HCID 52228026n-(5-Bromo-3-methyl-pyridin-2-yl)-2-chloro-acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.75 mL (22 mmol) chloroacetyl chloride are added to a solution, cooled to 0° C., of 3.74 g (20 mmol) 2-amino-5-bromo-3-methylpyridine in 50 mL DCM and then 6.1 mL (44 mmol) triethylamine are slowly added dropwise. After the addition has ended the ice bath is removed and the reaction mixture is stirred for 4 h at RT. It is poured onto water, extracted exhaustively with DCM, the combined organic phases are washed with water and saturated NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, cyc/EtOAc 2:1).

後処理

  1. additionAfter the addition
  2. customis removed
  3. additionIt is poured onto water
  4. extractionextracted exhaustively with DCM
  5. washthe combined organic phases are washed with water and saturated NaCl solution
  6. dry with materialdried over Na2SO4
  7. customis purified by chromatography (silica gel, cyc/EtOAc 2:1)

出典と根拠

ORDレコード
ord-4aede1005bfe4e03826578031574b8ca
出典データセット
uspto-grants-2013_12
特許番号
US08618132B2

関連ノート

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