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Hydrochloric Acid → 2-((4-Carbamoylphenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid

HRID 2284655
ノート
印刷プレビュー

反応式

HRID 2284655 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:15]=[C:14]([NH:16][CH2:17][CH2:18][CH3:19])[C:13]([C:20]([O:22]CC)=[O:21])=[CH:12][N:11]=2)=[CH:5][CH:4]=1)#[N:2].[OH:25]O.Cl>O1CCCC1.CO.O.[OH-].[Na+]>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:15]=[C:14]([NH:16][CH2:17][CH2:18][CH3:19])[C:13]([C:20]([OH:22])=[O:21])=[CH:12][N:11]=2)=[CH:5][CH:4]=1)(=[O:25])[NH2:2]
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

8

反応物 3

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 90052034Ethyl 2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylate

生成物 1

HCID 900517252-((4-Carbamoylphenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water
溶媒
HCID 8028Tetrahydrofuran溶媒
HCID 14798Sodium Hydroxide溶媒

反応条件

温度
55 °C

実験手順

To a solution of ethyl 2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylate (C4, 800 mg) in tetrahydrofuran (25 mL) and methanol (25 mL), water (2 mL) and 4.0 mol/L aqueous sodium hydroxide (8 mL) were added at room temperature, and the mixture was stirred at 55° C. for 1 hour and 20 minutes. The reaction mixture was cooled to room temperature, and then 35% aqueous hydrogen peroxide (8 mL) was added to the mixture, and the mixture was stirred at the same temperature for 45 minutes. To the reaction mixture, 3.0 mol/L aqueous hydrochloric acid was added until the reaction mixture was neutralized. The solid matter was taken by filtration, and dried under reduced pressure to obtain 2-((4-carbamoylphenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid (C2, 500 mg) as white solid.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. stirringthe mixture was stirred at the same temperature for 45 minutes
  3. filtrationThe solid matter was taken by filtration
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-064e12b4a2874ca387d722c740188b41
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09145415B2

反応ノート

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