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Triphenylphosphine → 4-Chloro-7-(3-chloropropoxy)-6-methoxyquinazoline

HRID 639961
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HRID 639961 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:20][CH2:21][CH2:22][CH2:23][OH:24].[Cl:25][C:26]1[C:35]2[C:30](=[CH:31][C:32](O)=[C:33]([O:36][CH3:37])[CH:34]=2)[N:29]=[CH:28][N:27]=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>ClCCl>[Cl:25][C:26]1[C:35]2[C:30](=[CH:31][C:32]([O:24][CH2:23][CH2:22][CH2:21][Cl:20])=[C:33]([O:36][CH3:37])[CH:34]=2)[N:29]=[CH:28][N:27]=1
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참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 123133-Chloro-1-propanolHCID 97268Di-tert-butyl azodicarboxylateHCID 1357422514-Chloro-6-methoxyquinazolin-7-ol

생성물 1

HCID 574472274-Chloro-7-(3-chloropropoxy)-6-methoxyquinazoline수율 91%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

Triphenylphosphine (2.6 g, 10.1 mmol) and 3-chloropropanol (0.69 ml, 8.2 mmol) were added to a suspension of 4-chloro-7-hydroxy-6-methoxyquinazoline (1.65 g, 7.8 mmol) in dichloromethane (100 ml) under argon. The flask was placed in a water bath at 20° C. and di-tertbutyl azodicarboxylate (2.30 g, 10.1 mmol) added portion wise over a few minutes. The reaction mixture was stirred at ambient temperature for 2 hours. The reaction mixture was concentrated and the solution loaded directly onto a silica chromatography column. Elution with ethyl acetate:petroleum ether (3:7), yielded 4-chloro-7-(3-chloropropoxy)-6-methoxyquinazoline (2.0 g, 91% yield):

후처리

  1. customThe flask was placed in a water bath at 20° C.
  2. concentrationThe reaction mixture was concentrated
  3. washElution with ethyl acetate:petroleum ether (3:7)

출처 및 근거

ORD 기록
ord-eb7626e449e04f46aadfe370377ff9e0
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07691867B2

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