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

HRID 1752948ノート

反応式

HRID 1752948 の反応式
[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

参加物

7

反応物 4

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

生成物 2

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-90a8cdac34d84cf7a1e1d95ef04f57fa
出典データセット
uspto-grants-2015_10
特許番号
US09163043B2

反応ノート

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