Diisopropylethylamine → (R)-7-chloro-3-methyl-5-(tetrahydrofuran-3-ylamino)pyrido[4,3-d]pyrimidin-4(3H)-one

HRID 1023303노트

반응식

HRID 1023303 반응식
Cl[C:2]1[C:11]2[C:10](=[O:12])[N:9]([CH3:13])[CH:8]=[N:7][C:6]=2[CH:5]=[C:4]([Cl:14])[N:3]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:26][C@@H:27]1[CH2:31][CH2:30][O:29][CH2:28]1.CCN(C(C)C)C(C)C>O1CCOCC1>[Cl:14][C:4]1[N:3]=[C:2]([NH:26][C@@H:27]2[CH2:31][CH2:30][O:29][CH2:28]2)[C:11]2[C:10](=[O:12])[N:9]([CH3:13])[CH:8]=[N:7][C:6]=2[CH:5]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 142431694-Methylbenzene-1-sulfonic acid--(3R)-oxolan-3-amine (1/1)HCID 580929485,7-dichloro-3-methylpyrido[4,3-d]pyrimidin-4(3H)-one

생성물 1

HCID 86667979(R)-7-chloro-3-methyl-5-(tetrahydrofuran-3-ylamino)pyrido[4,3-d]pyrimidin-4(3H)-one

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
90 °C

실험 절차

A mixture of 5,7-dichloro-3-methylpyrido[4,3-d]pyrimidin-4(3H)-one (75 mg, 0.33 mmol), (R)-3-aminotetrahydrofuran toluene-4-sulfonate (101 mg, 0.39 mmol), Hunig's base (0.23 mL, 1.32 mmol) and dioxane (4 mL) was stirred at 90° C. overnight. The reaction mixture was cooled to room temperature and worked-up. The residue was purified using slilica gel flash column chromatography (eluent: 0-10% methanol in dichloromethane) to afford (R)-7-chloro-3-methyl-5-(tetrahydrofuran-3-ylamino)pyrido[4,3-d]pyrimidin-4(3H)-one as a white solid.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customThe residue was purified

출처 및 근거

ORD 기록
ord-86f1f29e841243a0bde1f92a2ea29109
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722692B2

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