Triethylamine → HCID 178502672、化合物

HRID 1690175ノート

反応式

HRID 1690175 の反応式
[OH:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:11][O:12]CN.C1(N=C=[N:23][CH:24]2CCCCC2)CCCCC1.C(N(CC)CC)C>C(Cl)Cl.O>[CH3:11][O:12][N:23]([CH3:24])[C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[N:10][C:2]=1[OH:1]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 177781771-MethoxymethanamineHCID 178418543HCID 178418543、化合物

生成物 1

HCID 178502672HCID 178502672、化合物収率 84%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

2-Hydroxynicotinic acid (2.00 g, 14.4 mmol) and methoxymethylamine (2.80 g, 28.8 mmol) were dissolved in methylene chloride (70 mL). The resultant mixture was added with dicyclohexylcarbodiimide (5.90 g, 28.8 mmol), triethylamine (4.00 mL), and 4-N,N-dimethylaminopyridine (176 mg, 1.44 mmol) at 0° C. The resultant mixture was stirred at room temperature overnight. Then the reaction solution was added with a small amount of water and concentrated in vacuo. Ethyl acetate was added and the generated crystal was filtered. Ethyl acetate was further added and the generated crystal was filtered in the same manner. The obtained residue was purified using silica-gel column chromatography (n-hexane/ethyl acetate=1/1) and N-methoxy-N-methyl-2-hydroxynicotinamide (2.18 g, yield 84%) was obtained as a colorless solid.

後処理

  1. concentrationconcentrated in vacuo
  2. additionEthyl acetate was added
  3. filtrationthe generated crystal was filtered
  4. additionEthyl acetate was further added
  5. filtrationthe generated crystal was filtered in the same manner
  6. customThe obtained residue was purified

出典と根拠

ORDレコード
ord-64a84ce9b0fa45dc8471a62f12d9138e
出典データセット
uspto-grants-2012_04
特許番号
US08153634B2

反応ノート

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