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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 521558생성일: 2026년 10월 27일

6-Chloro-3-methyl-(1,2,4)triazolo(4,3-b)pyridazine → (R)-N,3-dimethyl-N-(1-phenylethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-amine

https://huagongshe.com/reaction/521558

반응식

참여 물질

역할이름HCID투입량
반응물6-Chloro-3-methyl-(1,2,4)triazolo(4,3-b)pyridazineHCID 911387—
반응물(R)-(+)-N-Methyl-1-phenylethylamineHCID 2060888—
용매N-methyl-2-pyrrolidoneHCID 13387—
생성물(R)-N,3-dimethyl-N-(1-phenylethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-amineHCID 71115945—

반응 조건

온도200 °C

반응 단계

6-Chloro-3-methyl-[1,2,4]triazolo[4,3-b]pyridazine (150 mg, 0.890 mmol; commercially available or prepared according to patent WO2006/039325A2), (R)-N-methyl-1-phenylethanamine (481 mg, 3.56 mmol; available from Aldrich) and anhydrous NMP (1 mL) were charged into a microwave tube equipped with a magnetic stirbar. After the vessel was sealed, the mixture was heated at 200° C. for 60 min using microwave irradiation. The reaction was purified by normal phase (gradient of 0% to 20% MeOH in CH2Cl2 as eluent) and by reverse phase chromatography before being lyophilized to give the (R)-N,3-dimethyl-N-(1-phenylethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-amine (Compound 3) as an off-white solid (115 mg; 48% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.01 (d, J=10.1 Hz, 1H), 7.23-7.41 (m, 6H), 5.71 (q, J=6.8 Hz, 1H), 2.83 (s, 3H), 2.54 (s, 3H), 1.58 (d, J=7.1 Hz, 3H). LRMS [M+H]+: 268 m/z.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09328117B2
출처 데이터셋uspto-grants-2016_05
ORD IDord-cf99951de9604c2f82f7761afb03f0cb
출처 메모uspto-grants-2016_05