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Methanol → 2-Bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid

HRID 60148
ノート
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反応式

HRID 60148 の反応式
[OH-].[Na+].CO.[Br:5][C:6]1[N:18]=[C:9]2[CH2:10][CH:11]([C:14]([O:16]C)=[O:15])[CH2:12][CH2:13][N:8]2[N:7]=1>O>[Br:5][C:6]1[N:18]=[C:9]2[CH2:10][CH:11]([C:14]([OH:16])=[O:15])[CH2:12][CH2:13][N:8]2[N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 90383450HCID 90383450、化合物

生成物 1

HCID 838673012-Bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid収率 82.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 2 N sodium hydroxide aqueous solution (6.9 ml) was added to a mixed solution of methanol (20 ml) and water (10 ml) containing the methyl 2-bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylate (2.4 g) obtained in (Example 5.16) <Step 3>. The obtained mixture was stirred for 1 hour 30 minutes. Thereafter, methanol was distilled away under reduced pressure, and the obtained aqueous solution was then washed with ethyl acetate (2 ml). Insoluble substances were removed by filtration. The filtrate was adjusted to pH 1 with concentrated hydrochloric acid, and was then extracted with a mixed solution (50 ml) of 20% isopropanol and methylene chloride five times. The organic layer was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure, so as to obtain a crude product (1.87 g) of the title compound in the form of a yellow solid.

後処理

  1. customobtained in (Example 5.16) <Step 3>
  2. distillationThereafter, methanol was distilled away under reduced pressure
  3. washthe obtained aqueous solution was then washed with ethyl acetate (2 ml)
  4. customInsoluble substances were removed by filtration
  5. extractionwas then extracted with a mixed solution (50 ml) of 20% isopropanol and methylene chloride five times
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was then distilled away under reduced pressure

出典と根拠

ORDレコード
ord-39feeeaf7b21488f990874ad50d9f348
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09440970B2

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