Chloroacetic Acid → 1(2H)-Pyrazineacetic acid, 2-oxo-

반응식

[NH:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]1=[O:7].[OH-].[Na+].Cl[CH2:11][C:12]([OH:14])=[O:13].Cl>>[O:7]=[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][N:1]1[CH2:11][C:12]([OH:14])=[O:13]

참가 물질

반응물 4

HCID 300Chloroacetic Acid

HCID 313Hydrochloric Acid

HCID 14798Sodium Hydroxide

HCID 727581,2-Dihydropyrazin-2-one

생성물 1

HCID 217140981(2H)-Pyrazineacetic acid, 2-oxo-

반응 조건

온도: 100 °C

실험 절차

Pyrazin-2(1H)-one (0.333 g, 3.47 mmol) was added 5 N sodium hydroxide solution (2.1 mL) followed by chloroacetic acid (0.524 g, 5.54 mmol). The reaction mixture was heated at 100° C. for 2 h. After cooled down to ambient temperature, 2 N hydrochloric acid (3.5 mL) was added and the reaction mixture was directly purified by reverse phase HPLC (TMC Pro-Pac C18; 0-40% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient). The pure fractions were lyophilized overnight to yield the title compound as a yellow solid. LC/MS 155.2 (M+1).

후처리

temperatureAfter cooled down to ambient temperature
customthe reaction mixture was directly purified by reverse phase HPLC (TMC Pro-Pac C18; 0-40% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient)

출처 및 근거

ORD 기록: ord-741fe04f4d2c48b4af31a07268a0d022
출처 데이터셋: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08653260B2

반응 노트

불러오는 중…