Triethylamine → HCID 178502672, 화합물

HRID 1690175노트

반응식

HRID 1690175 반응식
[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]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 177781771-MethoxymethanamineHCID 178418543HCID 178418543, 화합물

생성물 1

HCID 178502672HCID 178502672, 화합물수율 84%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-64a84ce9b0fa45dc8471a62f12d9138e
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153634B2

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