Sodium Bicarbonate → HCID 178478381, 화합물

HRID 1176040노트

반응식

HRID 1176040 반응식
[Cl:1][C:2]1[N:11]=[C:10]([NH:12][C:13]2[NH:14][N:15]=[C:16]([CH:18]3[CH2:20][CH2:19]3)[CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7](I)[CH:8]=2)[N:3]=1.[Cl:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1B(O)O.C1([O-])C=CC=CC=1.[K+].C([O-])(O)=O.[Na+]>CS(C)=O.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2].ClCCl>[Cl:1][C:2]1[N:11]=[C:10]([NH:12][C:13]2[NH:14][N:15]=[C:16]([CH:18]3[CH2:20][CH2:19]3)[CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[Cl:22])[CH:8]=2)[N:3]=1

참가 물질

8

반응물 4

HCID 516892Sodium BicarbonateHCID 27343222-Chlorophenylboronic acidHCID 23670670Potassium phenoxideHCID 178478383HCID 178478383, 화합물

생성물 1

HCID 178478381HCID 178478381, 화합물수율 63%

시약·촉매·용매 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

실험 절차

To (2-Chloro-6-iodo-quinazolin-4-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine (100 mg, 0.243 mmol) and 2-chlorophenyl boronic acid (57 mg, 0.364 mmol) in DMSO (5 mL, purged with Ar) was added 1.5M potassium phenolate solution (648 μL, 0.97 mmol) and 1,1′bis(diphenylphosphino)ferrocene palladium chloride, complex with dichloromethane (27 mg) and the solution was heated to 60 C in a sealed tube. After 1 hr, solution was poured into sat. NaHCO3 resulting in a yellow solid that was colleted by filtration. Flash chromatography (1-4% methanol in dichloromethane) to give: 73 mg (63% yield). LCMS m/e: 396.2 (M+H), 394.2 (M-H)

후처리

  1. temperaturethe solution was heated to 60 C in a sealed tube
  2. filtrationthat was colleted by filtration
  3. customFlash chromatography (1-4% methanol in dichloromethane) to give

출처 및 근거

ORD 기록
ord-eba73d1f78184cff80cccd1cc6e7c417
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842712B2

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