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

Dimethylcarbamoyl Chloride → HCID 18396082、化合物

HRID 843030
ノート
印刷プレビュー

反応式

HRID 843030 の反応式
Cl.Cl.[NH:3]1[CH2:8][CH2:7][NH:6][CH2:5][C@@H:4]1[C:9]([OH:11])=[O:10].[CH3:12][N:13]([CH3:17])[C:14](Cl)=[O:15].[S:18](Cl)(=[O:21])(=[O:20])N.[F:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH2:31][CH2:32][NH:33][CH2:34][CH:35]=2)=[CH:26][CH:25]=1>C[Si](C)(C)N[Si](C)(C)C.C(#N)C>[CH3:12][N:13]([CH3:17])[C:14]([N:6]1[CH2:7][CH2:8][N:3]([S:18]([CH:34]2[CH2:35][C:30]([C:27]3[CH:26]=[CH:25][C:24]([F:23])=[CH:29][CH:28]=3)=[CH:31][CH2:32][NH:33]2)(=[O:21])=[O:20])[C@@H:4]([C:9]([OH:11])=[O:10])[CH2:5]1)=[O:15]
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

6

反応物 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 12680090(2R)-Piperazine-2-carboxylic acid--hydrogen chloride (1/2)HCID 86754904HCID 86754904、化合物

生成物 1

HCID 18396082HCID 18396082、化合物収率 70.7%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒2 回
HCID 13838
Hexamethyldisilazane
溶媒

反応条件

温度
120 °C

実験手順

Piperazine-2(R)-carboxylic acid dihydrochloride (5.0 g, 24.6 mmol) was suspended in hexamethyldisilazane (50 ml). The reaction mixture was heated at about 120° C. to achieve complete dissolution and then cooled to about 80° C. A solution of dimethylcarbamoyl chloride (3.18 g, 29.5 mmol) in acetonitrile (5 ml) was added and the reaction mixture is stirred overnight at about 80° C. A solution of 4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridine sulfamoyl chloride (5.4 g, 19.58 mmol) in acetonitrile (10 ml) was added and the resulting reaction mixture was stirred at about 80° C. till the completion of the reaction (followed by HPLC). The reaction mixture was cooled and then quenched with methanol. The resulting slurry was concentrated and then replaced into water. The aqueous slurry was made alkaline with ammonium hydroxide and then washed with dichloromethane. The aqueous phase was acidified with dilute HCl and extracted with dichoromethane. The organic extracts were washed with water and then evaporated to dryness to yield 4-(N,N-dimethylaminocarbonyl)-1-[4-(4-fluorophenyl)-1,2,3,6-tetrahydropyridinesulfonyl]piperazine-2 (R)-carboxylic acid (6.1 g) as a beige colored solid.

後処理

  1. dissolutiondissolution
  2. temperaturecooled to about 80° C
  3. customthe resulting reaction mixture
  4. stirringwas stirred at about 80° C. till the completion of the reaction (followed by HPLC)
  5. temperatureThe reaction mixture was cooled
  6. customquenched with methanol
  7. concentrationThe resulting slurry was concentrated
  8. washwashed with dichloromethane
  9. extractionextracted with dichoromethane
  10. washThe organic extracts were washed with water
  11. customevaporated to dryness

出典と根拠

ORDレコード
ord-d33e76bf3e904f60903b90de831be97c
出典データセット
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06376506B1

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後処理出典と根拠反応ノート