Morpholine → 6-(Morpholin-4-yl)pyridin-2-amine

반응식

Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1>>[N:9]1([C:2]2[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=2)[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1

참가 물질

반응물 2

HCID 8083Morpholine

HCID 2062462-Amino-6-chloropyridine

생성물 1

HCID 187718606-(Morpholin-4-yl)pyridin-2-amine수율 72%

반응 조건

온도: 225 °C

실험 절차

6-Chloro-2-pyridinamine (1 g, 7.78 mmol) was dissolved in morpholine (6.80 ml, 78 mmol) and heated to 225° C. in a microwave reactor for 60 minutes (˜400 W; 5 mbar). The reaction was cooled to rt and concentrated. The crude product was taken up in DCM (50 mL). After filtration of white solids the crude product was concentrated and purified by silica gel column chromatography eluting with 20-50% EtOAc/hexanes to afford 1 g (5.58 mmol, 72%) of the title compound as a pale yellow solid. LC/MS: (M+H)+: 179.9.

후처리

temperatureThe reaction was cooled to rt
concentrationconcentrated
filtrationAfter filtration of white solids the crude product
concentrationwas concentrated
custompurified by silica gel column chromatography
washeluting with 20-50% EtOAc/hexanes

출처 및 근거

ORD 기록: ord-6de20908c8c64dcea6bc3a5bb4a85a07
출처 데이터셋: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08901119B2

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