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2-Bromopyridine → HCID 68474901、化合物

HRID 1466525
ノート
印刷プレビュー

反応式

HRID 1466525 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([NH2:11])[CH:10]=1)[NH:7][C:6]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[CH:5]2.Br[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1.CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=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.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([NH:11][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=3)[CH:10]=1)[NH:7][C:6]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[CH:5]2
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 79732-BromopyridineHCID 10340Sodium CarbonateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 68478397HCID 68478397、化合物

生成物 1

HCID 68474901HCID 68474901、化合物収率 13%

試薬・触媒・溶媒 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
触媒
HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

7-Amino-5-chloro-2-phenyl-1H-indole (200 mg, 0.82 mmol) prepared in Example 3 was dissolved in toluene (30 mL). 2-Bromopyridine (182 mg, 1.15 mmol), Pd2(dba)3, Xantphos (42 mg, 0.07 mmol) and Na2CO3 were added thereto. The mixture was degassed, and stirred for 12 h at 100° C. After completion of the reaction, the reaction mixture was filtered through a cellite. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (eluent: EtOAc/n-Hex=1/3) to give the title compound (25 mg, Yield 13%).

後処理

  1. customThe mixture was degassed
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtered through a cellite
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by column chromatography (eluent: EtOAc/n-Hex=1/3)

出典と根拠

ORDレコード
ord-6e542a71d9a44e04b61549766cec4e48
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09000028B2

反応ノート

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