Triphenylphosphine → 6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile

HRID 2406695ノート

反応式

HRID 2406695 の反応式
[Cl:1]N1C(=O)CCC1=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:28][C:29]1[C:34](=O)[NH:33][C:32]([NH:36][C:37]2[CH:38]=[C:39]3[C:44](=[CH:45][CH:46]=2)[N:43]=[CH:42][CH:41]=[CH:40]3)=[C:31]([C:47]#[N:48])[CH:30]=1>O1CCOCC1>[Cl:1][C:34]1[C:29]([F:28])=[CH:30][C:31]([C:47]#[N:48])=[C:32]([NH:36][C:37]2[CH:38]=[C:39]3[C:44](=[CH:45][CH:46]=2)[N:43]=[CH:42][CH:41]=[CH:40]3)[N:33]=1

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 31398ChlorosuccinimideHCID 686063515-Fluoro-6-oxo-2-(quinolin-6-ylamino)-1,6-dihydropyridin-3-carbonitrile

生成物 1

HCID 866838496-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile収率 84.1%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

A 1,4-dioxane (100 ml) solution containing N-chlorosuccinimide (4.15 g) was added dropwise to a 1,4-dioxane (50 ml) solution containing triphenylphosphine (8.58 g) at 50° C., followed by stirring for 30 minutes. 5-fluoro-6-oxo-2-(quinolin-6-ylamino)-1,6-dihydropyridin-3-carbonitrile (2.61 g) was added to the reaction mixture, followed by stirring at 70° C. for 3 hours. The reaction mixture was cooled to room temperature. Then solid matter was collected by filtration and was washed with tetrahydrofuran, and a gray solid of 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (2.34 g) was thus obtained.

後処理

  1. stirringby stirring at 70° C. for 3 hours
  2. filtrationThen solid matter was collected by filtration
  3. washwas washed with tetrahydrofuran

出典と根拠

ORDレコード
ord-df7e6396fdce4f3492f8105e30c1bdd7
出典データセット
uspto-grants-2014_08
特許番号
US08809371B2

反応ノート

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