2,6-Di-tert-butyl-4-methylphenol → 13-Benzyl-2-ethyl-9-methyl-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

HRID 724962노트

반응식

HRID 724962 반응식
[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12](I)=[CH:13][C:8]=2[C:7](=[O:15])[N:6]([CH3:16])[C:5]2[CH:17]=[CH:18][CH:19]=[N:20][C:4]1=2)[CH3:2].[C:21]([C:25]1[CH:30]=[C:29](C)[CH:28]=[C:27](C(C)(C)C)[C:26]=1O)(C)(C)C.C([Sn](CCCC)(CCCC)CCCC)C1C=CC=CC=1.[F-].[K+]>CN(C)C=O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:21]([C:12]1[CH:11]=[N:10][C:9]2[N:3]([CH2:1][CH3:2])[C:4]3[N:20]=[CH:19][CH:18]=[CH:17][C:5]=3[N:6]([CH3:16])[C:7](=[O:15])[C:8]=2[CH:13]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

7

반응물 4

HCID 314042,6-Di-tert-butyl-4-methylphenolHCID 141419Stannane, tributyl(phenylmethyl)-HCID 522689Potassium FluorideHCID 10547779HCID 10547779, 화합물

생성물 1

HCID 47072313-Benzyl-2-ethyl-9-methyl-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaen-10-one

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

To a solution of 5,11-dihydro-11-ethyl-8-iodo-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (0.3 g, 0.79 mmol), bis(triphenylphosphine)palladium(II) chloride (18 mg, 0.03 mmol), and 2,6-di-tert-butyl-4-methylphenol (1 crystal) in 5 mL of N,N-dimethylformamide was added benzyltributylstannane (0.36 g, 0.94 mmol). The resultant reaction mixture was heated at 100° C. under argon for 5 hours. An aqueous solution of potassium fluoride was added and the mixture was stirred for 5 hours. The product was extracted with dichloromethane and purified by flash chromatography, eluting with ethyl acetate/dichloromethane, to give 20 mg of the title compound as an oil.

후처리

  1. customThe resultant reaction mixture
  2. extractionThe product was extracted with dichloromethane
  3. custompurified by flash chromatography
  4. washeluting with ethyl acetate/dichloromethane

출처 및 근거

ORD 기록
ord-9179948f6de94dbb8baf60c010db5789
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05705499

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