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Cyclopropylamine → 2-[1-(cyclopropylamino)ethyl]quinazolin-4(3H)-one

HRID 922461
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HRID 922461 반응식
Br[CH:2]([C:4]1[NH:13][C:12](=[O:14])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1)[CH3:3].[CH:15]1([NH2:18])[CH2:17][CH2:16]1>CN(C)C=O.O>[CH:15]1([NH:18][CH:2]([C:4]2[NH:13][C:12](=[O:14])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=2)[CH3:3])[CH2:17][CH2:16]1
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참가 물질

5

반응물 2

HCID 69828CyclopropylamineHCID 1355033222-(1-bromoethyl)-4(3H)-quinazolinone

생성물 1

HCID 1363380882-[1-(cyclopropylamino)ethyl]quinazolin-4(3H)-one

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of 2-(1-bromoethyl)quinazolin-4(3H)-one (2.53 g) in N,N-dimethylformamide (30 mL) was added cyclopropylamine (3.46 mL), and the mixture was diluted with N,N-dimethylformamide (20 mL) and water (1 mL), and then stirred for 18 hours. The reaction solution was concentrated under reduced pressure, and to the residue was added aqueous sodium hydrogen carbonate solution, and then the mixture was extracted with chloroform. The organic layer was dried over sodium sulfate, and then concentrated under reduced pressure. The resulting residue was triturated with diisopropyl ether/ethyl acetate (20:1) to give 2-[1-(cyclopropylamino)ethyl]quinazolin-4(3H)-one [REx(33-1)] (1.71 g) as a colorless powder.

후처리

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionto the residue was added aqueous sodium hydrogen carbonate solution
  3. extractionthe mixture was extracted with chloroform
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was triturated with diisopropyl ether/ethyl acetate (20:1)

출처 및 근거

ORD 기록
ord-988668bb971d427b8135fdb0b24331ca
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278944B2

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