Sarcosine methyl ester → Methyl 6-((2-methoxy-2-oxoethyl)(methyl)amino)-5-nitronicotinate

HRID 69641

反応式

HRID 69641 の反応式
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[CH3:15][NH:16][CH2:17][C:18]([O:20][CH3:21])=[O:19]>ClCCl>[CH3:21][O:20][C:18](=[O:19])[CH2:17][N:16]([CH3:15])[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 83545Sarcosine methyl esterHCID 346961Methyl 6-chloro-5-nitronicotinate

生成物 1

HCID 58324470Methyl 6-((2-methoxy-2-oxoethyl)(methyl)amino)-5-nitronicotinate収率 99.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Methyl 6-chloro-5-nitronicotinate (2.0 g, 9.23 mmol) was added to methyl 2-(methylamino)acetate (1.9 g, 18.47 mmol) neat while stirring at room temperature. The viscous yellow reaction was heated to 90° C. for one hour and then allowed to cool back to room temperature. The reaction was diluted with dichloromethane (20 mL) and purified using flash column chromatography (220 g SiO2, 20-30% gradient, ethyl acetate in hexanes) to yield 2.60 g (99% yield) of the title compound as a yellow oil. [M+H] calc'd for C11H13N3O6, 284; found, 284.

後処理

  1. customThe viscous yellow reaction
  2. temperaturewas heated to 90° C. for one hour
  3. temperatureto cool back to room temperature
  4. custompurified

出典と根拠

ORDレコード
ord-c0499d0168ab4fbd9bfe9ee366c17ebb
出典データセット
uspto-grants-2014_09
特許番号
US08822470B2

関連ノート

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