Dimethylformamide → [2-Bromo-5-(4-chlorophenyl)pyridin-3-yl]dimethylamine

HRID 734873노트

반응식

HRID 734873 반응식
[H-].[Na+].[Br:3][C:4]1C(N)=[CH:8][C:7]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[CH:6][N:5]=1.CI.[CH3:20][N:21]([CH:23]=O)[CH3:22]>C(=O)(O)[O-].[Na+]>[Br:3][C:4]1[C:23]([N:21]([CH3:22])[CH3:20])=[CH:8][C:7]([C:11]2[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=2)=[CH:6][N:5]=1

참가 물질

6

반응물 4

HCID 6228Dimethylformamide2회HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 859697042-Bromo-5-(4-chloro-phenyl)-pyridin-3-ylamine

생성물 1

HCID 86076948[2-Bromo-5-(4-chlorophenyl)pyridin-3-yl]dimethylamine

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

실험 절차

169 mg (3.88 mmol) of sodium hydride (55% suspension) was added batchwise under a nitrogen atmosphere to a solution of 0.50 g (1.76 mmol) of 2-bromo-5-(4-chlorophenyl)pyridin-3-ylamine (Example 16.1c) in 10 mL of DMF and the mixture was stirred for 15 minutes at RT. A solution of 0.22 mL (3.53 mmol) of methyl iodide in 0.5 mL of DMF was added and the mixture was stirred for 16 hours at RT. The reaction mixture was diluted with semisaturated aqueous sodium bicarbonate solution and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed with water, dried over magnesium sulfate, and evaporated down in vacuo. Yield: 0.47 g (85% of theoretical); C13H12BrClN2 (M=311.605); calc.: molpeak (M+H)+: 311/313/315 (BrCl); found: molpeak(M+H)+:311/313/315 (BrCl).

후처리

  1. stirringthe mixture was stirred for 16 hours at RT
  2. extractionthe aqueous phase was extracted with EtOAc
  3. washThe combined organic extracts were washed with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated down in vacuo

출처 및 근거

ORD 기록
ord-4f2cf573d2a24d8880af039e1cb73627
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592358B2

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