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2-(Tributylstannyl)pyrazine → HCID 58579508、化合物

HRID 1662212
ノート
印刷プレビュー

反応式

HRID 1662212 の反応式
Br[C:2]1[CH:3]=[C:4]([C:10]2([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=3)[C:18]3[C:13](=[C:14]([F:19])[CH:15]=[CH:16][CH:17]=3)[C:12]([NH2:20])=[N:11]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C([Sn](CCCC)(CCCC)[C:36]1[CH:41]=[N:40][CH:39]=[CH:38][N:37]=1)CCC>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CN(C=O)C>[F:19][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]=1[C:12]([NH2:20])=[N:11][C:10]2([C:4]1[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([C:36]2[CH:41]=[N:40][CH:39]=[CH:38][N:37]=2)[CH:3]=1)[C:21]1[CH:26]=[CH:25][N:24]=[C:23]([C:27]([F:28])([F:29])[F:30])[CH:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 27373162-(Tributylstannyl)pyrazineHCID 58579532HCID 58579532、化合物

生成物 1

HCID 58579508HCID 58579508、化合物収率 54.8%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 6228Dimethylformamide溶媒

実験手順

1-(3-Bromo-4-methoxyphenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine (1.5 g, 3.12 mmol), 2-tributylstannylpyrazine (1.268 g, 3.44 mmol), tetrakis(triphenylphosphine)palladium(0) (0.361 g, 0.31 mmol) and DMF (10 mL) were heated in a microwave oven for 20 min at 150° C. The reaction mixture was filtered and concentrated under reduced pressure. The residue was diluted with DCM (40 ml) and silica powder was added and the mixture was concentrated under reduced pressure. The residue was purified by flash column chromatography (0-10% 0.1M NH3 in Methanol in DCM) to afford the title compound (0.82 g, 54.8%).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was diluted with DCM (40 ml) and silica powder
  4. additionwas added
  5. concentrationthe mixture was concentrated under reduced pressure
  6. customThe residue was purified by flash column chromatography (0-10% 0.1M NH3 in Methanol in DCM)

出典と根拠

ORDレコード
ord-e60b6049b694442d881018d3313c9276
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08030500B2

反応ノート

読み込み中…

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