Sodium Carbonate → HCID 44186480, 화합물

HRID 42186

반응식

HRID 42186 반응식
C([O-])([O-])=O.[Na+].[Na+].Cl[C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][N:9]=1.[CH2:16]([C:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26]([N:33]2[CH2:38][CH2:37][NH:36][C@H:35]([CH3:39])[CH2:34]2)=[N:25][N:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C=O)C.O1CCOCC1>[CH2:16]([C:23]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26]([N:33]2[CH2:38][CH2:37][N:36]([C:8]3[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][N:9]=3)[C@H:35]([CH3:39])[CH2:34]2)=[N:25][N:24]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 51520946-Chloro-3-pyridinecarbonitrileHCID 441862481-Benzyl-4-((R)-3-methyl-piperazin-1-yl)-phthalazine

생성물 1

HCID 44186480HCID 44186480, 화합물수율 42.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 312751,4-Dioxane용매

실험 절차

Solid Na2CO3 (50 mg, 0.47 mmol, 1.5 eq) is added to a solution of 6-chloronicotinonitrile (50 mg, 0.36 mmol, 1.2 eq), 1-benzyl-4-((R)-3-methyl-piperazin-1-yl)-phthalazine (100 mg, 0.31 mmol, 1.0 eq) in DMF (1 mL) and dioxane (2 mL) in a microwave vial. The vial is sealed and irradiated in the microwave at 180° C. (high absorption setting) for 30 minutes. The reaction mixture is concentrated, dichloromethane is added and is washed with water then brine. The organic fraction is dried over sodium sulfate, and is evaporated under reduced pressure, then purified by flash chromatography (50%-90% EtOAc/Hexane) to afford the title compound as a white solid (55 mg, 42% yield).

후처리

  1. customThe vial is sealed
  2. customirradiated in the microwave at 180° C. (high absorption setting) for 30 minutes
  3. concentrationThe reaction mixture is concentrated
  4. additiondichloromethane is added
  5. washis washed with water
  6. dry with materialThe organic fraction is dried over sodium sulfate
  7. customis evaporated under reduced pressure
  8. custompurified by flash chromatography (50%-90% EtOAc/Hexane)

출처 및 근거

ORD 기록
ord-0ba5931c41c24e159e704285350d2dc6
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536168B2

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