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Triethylamine → N-{[3-(Aminomethyl)oxetan-3-yl]methyl}-2-chloro-6-methylquinazolin-4-amine

HRID 540196
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HRID 540196 반응식
[O:1]1[CH2:4][C:3]([CH2:7][NH2:8])([CH2:5][NH2:6])[CH2:2]1.C(N(CC)CC)C.[Cl:16][C:17]1[N:26]=[C:25](Cl)[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([CH3:28])[CH:23]=2)[N:18]=1>ClCCl.O>[NH2:6][CH2:5][C:3]1([CH2:7][NH:8][C:25]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([CH3:28])[CH:23]=3)[N:18]=[C:17]([Cl:16])[N:26]=2)[CH2:4][O:1][CH2:2]1
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 10953471[3-(Aminomethyl)oxetan-3-yl]methanamineHCID 142564832,4-Dichloro-6-methylquinazoline

생성물 1

HCID 86691403N-{[3-(Aminomethyl)oxetan-3-yl]methyl}-2-chloro-6-methylquinazolin-4-amine수율 43.4%

시약·촉매·용매 2

HCID 962Water용매
HCID 6344
Dichloromethane
용매
2회

실험 절차

To a mixture of oxetane-3,3-diyldimethanamine (1.16 g, 10.0 mmol) and triethylamine (1.4 mL, 10 mol) in dichloromethane (15 mL) was added dropwise of a solution of 2,4-dichloro-6-methylquinazoline (500 mg, 2.36 mmol) in dichloromethane (5 mL). After being stirred at room temperature overnight, the resulting mixture was diluted with water (50 mL), and extracted with dichloromethane. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography (eluting with 10% methanol in dichloromethane) to afford 300 mg of the desired product as a white solid.

후처리

  1. extractionextracted with dichloromethane
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash column chromatography (eluting with 10% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-4d6b2aa585b14f4fb9c507a8367b85d1
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08871756B2

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