Sodium Bicarbonate → HCID 178478381、化合物

HRID 855655

反応式

HRID 855655 の反応式
[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

参加物

8

反応物 4

HCID 516892Sodium BicarbonateHCID 27343222-Chlorophenylboronic acidHCID 23670670Potassium phenoxideHCID 178478383HCID 178478383、化合物

生成物 1

HCID 178478381HCID 178478381、化合物収率 63%

試薬・触媒・溶媒 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-345d575cc3c2465ca5fbb3eadb937295
出典データセット
uspto-grants-2007_08
特許番号
US07262200B2

関連ノート

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