Ethyl Acetate → 5-{[(1-Aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide

HRID 869268ノート

反応式

HRID 869268 の反応式
Cl[C:2]1[N:3]=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:15]=2)[C:5]([C:10]([NH2:12])=[O:11])=[N:6][C:7]=1[CH2:8][CH3:9].[NH2:24][CH2:25][C:26]1([NH2:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.CN1C(=O)CCC1.C(OCC)(=O)C>O>[NH2:32][C:26]1([CH2:25][NH:24][C:2]2[N:3]=[C:4]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:15]=3)[C:5]([C:10]([NH2:12])=[O:11])=[N:6][C:7]=2[CH2:8][CH3:9])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 13387N-methyl-2-pyrrolidoneHCID 211501-AminocyclohexanemethanamineHCID 866620465-Chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide

生成物 1

HCID 666428905-{[(1-Aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide収率 59.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
180 °C

実験手順

A mixture of 5-chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (Preparation Example 353) (150 mg), 1-(aminomethyl)cyclohexaneamine (163 mg) and NMP (1 mL) was heated at 180° C. for 20 minutes using a microwave reaction system. The reaction liquid was cooled, and ethyl acetate and water were added and stirred for 30 minutes. Thereafter, the precipitated powder was collected by filtration. This powder was heated with ethanol-water (1:1) and washed to give 5-{[(1-aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (112 mg) as a white solid.

後処理

  1. customa microwave reaction system
  2. customThe reaction liquid
  3. temperaturewas cooled
  4. filtrationThereafter, the precipitated powder was collected by filtration
  5. temperatureThis powder was heated with ethanol-water (1:1)
  6. washwashed

出典と根拠

ORDレコード
ord-c13fa5b3628040a1ac1bebae7bb831a6
出典データセット
uspto-grants-2015_03
特許番号
US08969336B2

反応ノート

読み込み中…