Water → 5-Bromo-2-(1-methyl-1H-tetrazol-5-yl)pyridine

HRID 1966926노트

반응식

HRID 1966926 반응식
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][N:7]=2)=[N:4][N:3]=[N:2]1.[OH-].[Na+].I[CH3:16].O>CN(C)C=O>[CH3:16][N:4]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][N:7]=2)=[N:1][N:2]=[N:3]1.[CH3:16][N:3]1[N:2]=[N:1][C:5]([C:6]2[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][N:7]=2)=[N:4]1

참가 물질

7

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 234386835-Bromo-2-(2H-tetrazol-5-yl)pyridine

생성물 2

HCID 234385675-Bromo-2-(1-methyl-1H-tetrazol-5-yl)pyridineHCID 234386535-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

10.5 g of 2-(tetrazol-5-yl)-5-bromopyridine prepared in the Preparation example 6 was dissolved in 100 ml of dimethylformamide. And then 6.5 g of sodiumhydroxide was added to the solution and 9.3 g of iodomethane was slowly added to the solution at the temperature of 0° C. The solution was stirred for 6 hours at room temperature, added with water, extracted with ethyl acetate. And then the organic layer was washed with brine, dehydrated, filtrated, concentrated in vacuo and purified by column chromatography to obtain 4 g of 2-(1-methyltetrazol-5-yl)-5-bromopyridine and 5 g of 2-(2-methyltetrazol-5-yl)-5-bromopyridine.

후처리

  1. additionwas slowly added to the solution at the temperature of 0° C
  2. extractionextracted with ethyl acetate
  3. washAnd then the organic layer was washed with brine
  4. filtrationfiltrated
  5. concentrationconcentrated in vacuo
  6. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-76676fab2caa471e91d7dd6ff9e13558
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08420676B2

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