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Water → Ethyl 4-(isopropylamino)-7-[3-(methylsulphanyl)propoxy]quinazoline-6-carboxylate

HRID 249985
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HRID 249985 반응식
[H-].[Na+].[OH:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([NH:14][CH:15]([CH3:17])[CH3:16])=[N:9][CH:10]=[N:11]2)=[CH:6][C:5]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[CH3:23][S:24][CH2:25][CH2:26][CH2:27]OS(C1C=CC(C)=CC=1)(=O)=O.O>CN(C)C=O.C(OCC)(=O)C>[CH:15]([NH:14][C:8]1[C:7]2[C:12](=[CH:13][C:4]([O:3][CH2:27][CH2:26][CH2:25][S:24][CH3:23])=[C:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:6]=2)[N:11]=[CH:10][N:9]=1)([CH3:17])[CH3:16]
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참가 물질

7

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 153109983-(Methylthio)propyl 4-methylbenzenesulfonateHCID 136101838Ethyl 7-hydroxy-4-(isopropylamino)quinazoline-6-carboxylate

생성물 1

HCID 57787956Ethyl 4-(isopropylamino)-7-[3-(methylsulphanyl)propoxy]quinazoline-6-carboxylate수율 48%

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
2회
HCID 8857Ethyl Acetate용매

실험 절차

Sodium hydride (60%, 251 mg, 6.3 mmol) is introduced into N,N-dimethylformamide (13 ml), treated in portions with ethyl 7-hydroxy-4-(isopropylamino)quinazoline-6-carboxylate (1 g, 2.98 mmol) and subsequently stirred at room temperature for 30 minutes. After addition of a solution of 3-(methylthio)-1-(tosyloxy)propane (777 mg, 2.98 mmol) in N,N-dimethylformamide (8 ml), the mixture is stirred at 80° C. for one hour. After cooling, the batch is treated with water and ethyl acetate, and the organic phase is separated off and dried over sodium sulphate. The desired product is obtained after removing the solvents and preparative HPLC in 48% yield (548 mg).

후처리

  1. stirringthe mixture is stirred at 80° C. for one hour
  2. temperatureAfter cooling
  3. customthe organic phase is separated off
  4. dry with materialdried over sodium sulphate

출처 및 근거

ORD 기록
ord-81f41fae9f5d4001ba50ceac479e75d0
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07863283B2

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