Pyridine → Cyclohexanecarboxylic acid [4-(4-isopropyl-phenyl)-thiazol-2-yl]-amide

HRID 1162594ノート

反応式

HRID 1162594 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([NH2:15])[S:13][CH:14]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[CH:16]1([C:22](Cl)=[O:23])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.N1C=CC=CC=1>C(Cl)Cl>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]([NH:15][C:22]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:23])[S:13][CH:14]=2)=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 1049PyridineHCID 75938Cyclohexanecarbonyl chlorideHCID 6736934-(4-Isopropyl-phenyl)-thiazol-2-ylamine

生成物 1

HCID 3590092Cyclohexanecarboxylic acid [4-(4-isopropyl-phenyl)-thiazol-2-yl]-amide収率 81.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-(4-Isopropyl-phenyl)-thiazol-2-yl amine (100 mg, 0.46 mmol) was acylated in CH2Cl2 using cyclohexane carbonyl chloride (85 μL, 0.57 mmol, 1.25 eq.) in the presence of excess pyridine. The reaction was quenched with sat. NH4Cl, extracted with EtOAc and dried over MgSO4. Purification by silica gel chromatography (10% EtOAc in hexanes) afforded 123 mgs cyclohexanecarboxylic acid [4-(4-isopropyl-phenyl)-thiazol-2-yl]-amide.

後処理

  1. customThe reaction was quenched with sat. NH4Cl
  2. extractionextracted with EtOAc
  3. dry with materialdried over MgSO4
  4. customPurification by silica gel chromatography (10% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-87634a6976b44bf69b646f6e9be571c5
出典データセット
uspto-grants-2010_10
特許番号
US07820704B2

反応ノート

読み込み中…