Sodium Hydroxide → 4-[[(6-chloropyridin-3-yl)methyl](methyl)amino]furan-2(5H)-one

HRID 451338

반응식

HRID 451338 반응식
[CH3:1][NH:2][C:3]1[CH2:7][O:6][C:5](=[O:8])[CH:4]=1.[OH-].[Na+].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18]Cl)=[CH:14][N:13]=1>C(COC)OC>[Cl:11][C:12]1[N:13]=[CH:14][C:15]([CH2:18][N:2]([CH3:1])[C:3]2[CH2:7][O:6][C:5](=[O:8])[CH:4]=2)=[CH:16][CH:17]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 1554792-Chloro-5-(chloromethyl)pyridineHCID 122135114-(methylamino)furan-2(5H)-one

생성물 1

HCID 115504594-[[(6-chloropyridin-3-yl)methyl](methyl)amino]furan-2(5H)-one수율 87%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

반응 조건

온도
50 °C

실험 절차

30 g of 4-(methylamino)furan-2(5H)-one (Example 11) are initially charged in 450 ml of dimethoxyethane at room temperature. Subsequently, 12.6 g of sodium hydroxide are added and, at 40° C., 225 g of a 20% solution of 2-chloro-5-(chloromethyl)pyridine in dimethoxyethane are metered in. The mixture is stirred at 50° C. for a further 6 h. The solvent is substantially removed under reduced pressure and the residue is admixed with 300 ml of water. The solids are filtered off, washed with 150 ml of water and dried under reduced pressure. 58.7 g of 4-([[6-chloropyridin-3-yl]methyl](methy)amino)furan-2(5H)-one are obtained with a purity of 94% (this corresponds to 87% yield).

후처리

  1. customThe solvent is substantially removed under reduced pressure
  2. filtrationThe solids are filtered off
  3. washwashed with 150 ml of water
  4. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-8236c195a16443edb1720bb9f06d759e
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487112B2

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