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Nicotinic Acid → 3-Methyl-2-[pyridine-3-carbonyl]-amino-butyric acid methyl ester

HRID 82476
ノート
印刷プレビュー

反応式

HRID 82476 の反応式
[CH3:1][O:2][C:3](=[O:9])[C@H:4]([CH:6]([CH3:8])[CH3:7])[NH2:5].CN1CCOCC1.CCN=C=NCCCN(C)C.Cl.[C:29](O)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[N:32][CH:31]=1>C(Cl)Cl.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:9])[C:4]([NH2:5])([C:29]([C:30]1[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=1)=[O:36])[CH:6]([CH3:8])[CH3:7]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 938Nicotinic AcidHCID 79724-MethylmorpholineHCID 94285Valine methyl esterHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 673255273-Methyl-2-[pyridine-3-carbonyl]-amino-butyric acid methyl ester収率 369.7%

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
25 °C

実験手順

To a solution of L-valine methylester (3.0 g, 2.29 mmol), in DCM (30 mL) were added N-methyl morpholine (11.5 mL, 11.45 mmol), EDCI.HCl (8.7 g, 45.8 mmol) and nicotinic acid (3.3 g, 27.4 mmol). The mixture was allowed to stir at room temperature (25° C.) over 3 h under nitrogen atmosphere. The resulting mixture was diluted with ethyl acetate (200 mL), washed with water (3×100mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was further purified by silica gel column chromatography to obtain required product as sticky solid (2.0 g, 38%).

後処理

  1. washwashed with water (3×100mL)
  2. dry with materialdried over sodium sulphate
  3. customThe crude product obtained upon evaporation of the solvent
  4. customwas further purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-c149b7e51eb84d4c872955058ddfdce3
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846721B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート