ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

4-(Methylsulfonyl)aniline → 4-(2,6-Dimethylpyridin-3-yloxy)-N-(4-(methylsulfonyl)phenyl)pyridin-2-amine

HRID 468
ノート
印刷プレビュー

反応式

HRID 468 の反応式
CS(=O)(=O)c1ccc(N)cc1.Cc1ccc(Oc2ccnc(Cl)c2)c(C)n1>CC(=O)N(C)C.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>Cc1ccc(Oc2ccnc(Nc3ccc(S(C)(=O)=O)cc3)c2)c(C)n1
参加物反応条件実験手順出典と根拠反応ノート

参加物

7

反応物 2

HCID 796174-(Methylsulfonyl)anilineHCID 445982003-(2-Chloropyridin-4-yl)oxy-2,6-dimethyl-pyridine

生成物 1

HCID 689428584-(2,6-Dimethylpyridin-3-yloxy)-N-(4-(methylsulfonyl)phenyl)pyridin-2-amine収率 50.82%

試薬・触媒・溶媒 4

HCID 10796Cesium carbonate試薬HCID 636044
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)
触媒
HCID 4144353Palladium (II) acetate触媒
HCID 31374Dimethylacetamide溶媒

反応条件

温度
150 °C

実験手順

In a 10 mL microwave reactor 3-(2-chloropyridin-4-yloxy)-2,6-dimethylpyridine (100 mg, 0.43 mmol) and 4-(methylsulfonyl)aniline (73.0 mg, 0.43 mmol) were dissolved in DMA (3 mL) to give a tan solution.To the resultant solution Cesium carbonate (0.068 mL, 0.85 mmol) was added and sparged with nitrogen for 1 minute. Then Palladium(II) acetate (6.70 mg, 0.03 mmol) and 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (29.6 mg, 0.05 mmol) were added and the reaction mixture was sealed. The reaction was heated to150 °C for 25 minutes in the biotage microwave.The reaction was cooled to room temperature and LCMS shows reaction was completed. Reaction mixture was filtered through Celite Bed and washed with Dichloromethane. Filtrate was subjected to concentration to get DMA solution which was given to analytical department to purify using Mass based HPLC. After purification compound was isolated to get pale yellow solid of 4-(2,6-dimethylpyridin-3-yloxy)-N-(4-(methylsulfonyl)phenyl)pyridin-2-amine (80 mg, 50.8 %)

出典と根拠

ORDレコード
ord-0a36562a530a4f6bb99c0bf4c44fc018
出典データセット
750 AstraZeneca ELN dataset
元リンク
出典を表示

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順出典と根拠反応ノート