Tributylphosphine → HCID 22624977, 화합물

HRID 279554노트

반응식

HRID 279554 반응식
N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O.[ClH:19].[F:20][C:21]1[CH:40]=[C:39](C)[C:38]([O:42][C:43]([O:45][CH3:46])=[O:44])=[CH:37][C:22]=1[NH:23][C:24]1[C:33]2[C:28](=[CH:29][C:30]([OH:36])=[C:31]([O:34][CH3:35])[CH:32]=2)[N:27]=[CH:26][N:25]=1.C(P(CCCC)CCCC)CCC.O[CH2:61][CH2:62][CH2:63][C:64]1[CH:69]=[CH:68][N:67]=[CH:66][CH:65]=1>C(Cl)Cl>[Cl:19][C:39]1[C:38]([O:42][C:43]([O:45][CH3:46])=[O:44])=[CH:37][C:22]([NH:23][C:24]2[C:33]3[C:28](=[CH:29][C:30]([O:36][CH2:61][CH2:62][CH2:63][C:64]4[CH:69]=[CH:68][N:67]=[CH:66][CH:65]=4)=[C:31]([O:34][CH3:35])[CH:32]=3)[N:27]=[CH:26][N:25]=2)=[C:21]([F:20])[CH:40]=1

참가 물질

6

반응물 4

HCID 13831TributylphosphineHCID 729234-PyridinepropanolHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 1356711794-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride

생성물 1

HCID 22624977HCID 22624977, 화합물수율 67%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

1,1′-(Azodicarbonyl)dipiperidine (2.52 g, 10 mmol) in methylene chloride (10 ml) was added dropwise to a solution of 4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride (1.38 g, 3.5 mmol), (prepared as described for the starting material in Example 22), tributylphosphine (2 g, 10.5 mmol)and 4-(3-hydroxypropyl)pyridine (720 mg, 5.25 mmol) in methylene chloride (25 ml) and the mixture stirred for 2.5 hours at ambient temperature. The solvent was removed by evaporation and the residue was triturated with petroleum ether. The solid product was collected by filtration and purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 4-(4-chloro-2-fluoro-5-methoxycarbonyloxyanilino)-6-methoxy-7-(3-(4-pyridyl)propoxy)quinazoline (1.2 g, 67%).

후처리

  1. custom(prepared
  2. customThe solvent was removed by evaporation
  3. customthe residue was triturated with petroleum ether
  4. filtrationThe solid product was collected by filtration
  5. custompurified by column chromatography
  6. washeluting with methylene chloride/methanol (95/5)

출처 및 근거

ORD 기록
ord-09cc8c5e468a45a4a255d9da1da100e4
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06362336B1

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