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3-Aminobenzylamine → N-[(3-aminophenyl)methyl]-6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxamide

HRID 606473
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HRID 606473 반응식
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C:13]([O:15]CC)=O)[NH:7][C:6]2=[O:18])#[N:2].[NH2:19][CH2:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=1)[NH2:24]>C1COCC1>[NH2:24][C:23]1[CH:22]=[C:21]([CH2:20][NH:19][C:13]([C:8]2[NH:7][C:6](=[O:18])[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([C:1]#[N:2])[CH:4]=3)[N:9]=2)=[O:15])[CH:27]=[CH:26][CH:25]=1
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참가 물질

4

반응물 2

HCID 46288313-AminobenzylamineHCID 136054489Ethyl 6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxylate

생성물 1

HCID 136054507N-[(3-aminophenyl)methyl]-6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxamide수율 69%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

A suspension of ethyl 6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxylate obtained in Reference Example 51 (1.00 g, 4.11 mmol) and 3-(aminomethyl)aniline (0.753 g, 6.17 mmol) in THF (15 mL) was stirred at 80° C. for 15 hr. The reaction mixture was cooled to room temperature, IPE was added, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, and the obtained crude crystals were recrystallized from ethyl acetate-IPE to give the title compound as a white powder (899 mg, 69%).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. additionIPE was added
  3. filtrationthe insoluble material was filtered off
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe obtained crude crystals
  6. customwere recrystallized from ethyl acetate-IPE

출처 및 근거

ORD 기록
ord-b516ab7993aa4a9c93a9f0eab001b112
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915267B2

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