Dimethylformamide → HCID 68183975, 화합물

HRID 879001노트

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HRID 879001 반응식
Cl[C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH2:14][C:15]([OH:17])=[O:16])[CH:12]=2)[C:7]([CH3:18])=[N:6]1.C1(P(C2CCCCC2)C2(C(C)C)CC(C(C)C)=CC(C(C)C)=C2C2C=CC=CC=2)CCCCC1.[CH3:58][N:59](C)C=O>[C-]#N.[Zn+2].[C-]#N.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[Cl:23][C:19]1[CH:20]=[CH:21][CH:22]=[C:2]([C:58]#[N:59])[C:3]=1[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH2:14][C:15]([OH:17])=[O:16])[CH:12]=2)[C:7]([CH3:18])=[N:6]1

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 60152151HCID 60152151, 화합물HCID 672859322-Dicyclohexylphosphino-2,4,6-triisopropylbiphenyl

생성물 1

HCID 68183975HCID 68183975, 화합물

시약·촉매·용매 2

HCID 11186Zinc cyanide (Zn(CN)2)촉매HCID 9811564Bis(dibenzylideneacetone)palladium촉매

실험 절차

To a solution of the compound [97](30.1 mg) in N,N-dimethylformamide (0.9 mL) were added zinc cyanide (20.2 mg), tris(dibenzylideneacetone)dipalladium(0) (7.9 mg) and 2-dicyclohexylphosphino-2,4,6-triisopropylbiphenyl (5.1 mg) at room temperature, and then the reaction mixture was subjected to microwave irradiation at 150° C. for 2 hours. The reaction mixture was extracted with ethyl acetate, and then the obtained organic layer was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by reverse phase preparative liquid chromatography to give the titled compound (5.0 mg) as a yellow solid.

후처리

  1. customirradiation at 150° C. for 2 hours
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. dry with materialthe obtained organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe obtained residue was purified by reverse phase preparative liquid chromatography

출처 및 근거

ORD 기록
ord-030c7f65f93a42c2afbc30f268339644
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987473B2

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