Tributylphosphine → HCID 18753456, 화합물

HRID 1838563노트

반응식

HRID 1838563 반응식
N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O.[Cl:19][C:20]1[CH:39]=[CH:38][C:23]([NH:24][C:25]2[C:34]3[C:29](=[CH:30][C:31]([OH:37])=[C:32]([O:35][CH3:36])[CH:33]=3)[N:28]=[CH:27][N:26]=2)=[C:22]([F:40])[CH:21]=1.[CH:41]1([O:46][CH2:47][CH2:48]O)[CH2:45][CH2:44][CH2:43][CH2:42]1.C(P(CCCC)CCCC)CCC>C(Cl)Cl.CCOCC>[ClH:19].[Cl:19][C:20]1[CH:39]=[CH:38][C:23]([NH:24][C:25]2[C:34]3[C:29](=[CH:30][C:31]([O:37][CH2:48][CH2:47][O:46][CH:41]4[CH2:45][CH2:44][CH2:43][CH2:42]4)=[C:32]([O:35][CH3:36])[CH:33]=3)[N:28]=[CH:27][N:26]=2)=[C:22]([F:40])[CH:21]=1

참가 물질

7

반응물 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 131875202-(Cyclopentyloxy)ethan-1-olHCID 1355137204-(4-Chloro-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline

생성물 1

HCID 18753456HCID 18753456, 화합물수율 118.1%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

1,1′-(Azodicarbonyl)dipiperidine (355 mg, 1.4 mmol) was added in portions to a mixture of 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (150 mg, 0.47 mmol), (prepared as described for the starting material in Example 2), 2-(cyclopentyloxy)ethanol (91 mg, 0.7 mmol), (U.S. Pat. No. 4,515,814), and tributylphosphine (284 mg, 1.4 mmol) in methylene chloride (6 ml) at 0° C. The mixture was then allowed to warm to ambient temperature and stirred for 3.5 hours. Ether (3 ml) was added and the insolubles were removed by filtration and the volatiles were removed from the filtrate by evaporation. The residue was dissolved in acetone and 1M ethereal hydrogen chloride (0.6 ml) was added. The mixture was left to stand for 60 hours and the precipitate was collected by filtration, washed with acetone and dried to give 4-(4-chloro-2-fluoroanilino)-7-(2-cyclopentyloxyethoxy)-6-methoxyquinazoline hydrochloride (130 mg, 60%).

후처리

  1. custom(prepared
  2. customat 0° C
  3. customthe insolubles were removed by filtration
  4. customthe volatiles were removed from the filtrate by evaporation
  5. dissolutionThe residue was dissolved in acetone
  6. addition1M ethereal hydrogen chloride (0.6 ml) was added
  7. waitThe mixture was left
  8. waitto stand for 60 hours
  9. filtrationthe precipitate was collected by filtration
  10. washwashed with acetone
  11. customdried

출처 및 근거

ORD 기록
ord-6a9816fa64364f1b80952f79367fcb11
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06673803B2

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