2-(Tributylstannyl)pyridine → 4-Chloro-3-methyl-2-(pyridin-2-yl)-1,8-naphthyridine

HRID 1618731ノート

反応式

HRID 1618731 の反応式
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.CCCC[Sn]([C:27]1[N:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(CCCC)CCCC>C1(C)C=CC=CC=1.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>[Cl:13][C:10]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([C:31]2[CH:30]=[CH:29][CH:28]=[CH:27][N:32]=2)[C:11]=1[CH3:12]

参加物

5

反応物 2

HCID 6077842-(Tributylstannyl)pyridineHCID 220826612,4-Dichloro-3-methyl-1,8-naphthyridine

生成物 1

HCID 596310684-Chloro-3-methyl-2-(pyridin-2-yl)-1,8-naphthyridine

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 1140Toluene溶媒

実験手順

Prepared according to procedure E by using 2,4-dichloro-3-methyl-1,8-naphthyridine (540 mg, 2.53 mmol), 2-(1,1,1-tributylstannyl)pyridine (933 μL, 2.53 mmol), Pd(PPh3)4 (293 mg, 0.253 mmol) in toluene (10 mL) at reflux for 14 h. After this time the reaction was allowed to cool to rt and evaporated in vacuo. The resulting residue was triturated with hexanes and the solid was dried under vacuum to give 4-chloro-3-methyl-2-(pyridin-2-yl)-1,8-naphthyridine.

後処理

  1. customPrepared
  2. temperatureat reflux for 14 h
  3. customevaporated in vacuo
  4. customThe resulting residue was triturated with hexanes
  5. customthe solid was dried under vacuum

出典と根拠

ORDレコード
ord-61fdef812ed3461e8c07e11d1fab6435
出典データセット
uspto-grants-2014_07
特許番号
US08765940B2

反応ノート

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