Acetone → Potassium 2-((3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-fluoropiperidin-1-yl)-1,3-thiazole-5-carboxylate

HRID 1948335ノート

反応式

HRID 1948335 の反応式
[OH-].[K+:2].[Cl:3][C:4]1[C:8]([Cl:9])=[C:7]([CH3:10])[NH:6][C:5]=1[C:11]([NH:13][C@@H:14]1[CH2:19][CH2:18][N:17]([C:20]2[S:21][C:22]([C:25]([OH:27])=[O:26])=[CH:23][N:24]=2)[CH2:16][C@@H:15]1[F:28])=[O:12].CC(C)=O>CO.CC(C)=O.O>[Cl:3][C:4]1[C:8]([Cl:9])=[C:7]([CH3:10])[NH:6][C:5]=1[C:11]([NH:13][C@@H:14]1[CH2:19][CH2:18][N:17]([C:20]2[S:21][C:22]([C:25]([O-:27])=[O:26])=[CH:23][N:24]=2)[CH2:16][C@@H:15]1[F:28])=[O:12].[K+:2]

参加物

6

反応物 3

HCID 180Acetone2 回HCID 14797Potassium HydroxideHCID 117187292-[(3s,4r)-4-{[(3,4-Dichloro-5-Methyl-1h-Pyrrol-2-Yl)carbonyl]amino}-3-Fluoropiperidin-1-Yl]-1,3-Thiazole-5-Carboxylic Acid

生成物 1

HCID 68515353Potassium 2-((3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-fluoropiperidin-1-yl)-1,3-thiazole-5-carboxylate収率 73.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 18366337Propan-2-one--water (1/1)溶媒

実験手順

An aqueous solution of potassium hydroxide (0.1 M, 4.75 ml, 0.475 mmol) was added to a solution of 2-((3S,4R)-4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}-3-fluoropiperidin-1-yl)-1,3-thiazole-5-carboxylic acid (Example 42, 200 mg, 0.475 mmol) in methanol (35 ml). The mixture was stirred for 1 h and then concentrated under reduced pressure to provide the crude salt (230 mg). The salt was dissolved in acetone/water (50 ml; 48:2) and acetone was added slowly to the stirred mixture until it became cloudy. Stirring was continued and more acetone was added very slowly over 20 min. The mixture was stored at 4° C. overnight. The solid was collected by filtration and air dried for 24 h to provide the salt (160 mg).

後処理

  1. concentrationconcentrated under reduced pressure
  2. customto provide the crude salt (230 mg)
  3. stirringStirring
  4. waitThe mixture was stored at 4° C. overnight
  5. filtrationThe solid was collected by filtration and air
  6. customdried for 24 h

出典と根拠

ORDレコード
ord-78766b359163470f9c65639907fa12ce
出典データセット
uspto-grants-2013_03
特許番号
US08399489B2

反応ノート

読み込み中…