Hydrochloric Acid → 2-((3-Fluorophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid

HRID 2284708ノート

反応式

HRID 2284708 の反応式
[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH3:18])[C:12]([C:19]([O:21]CC)=[O:20])=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.Cl>C(O)C.O1CCCC1.[OH-].[Na+]>[F:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([NH:15][CH2:16][CH2:17][CH3:18])[C:12]([C:19]([OH:21])=[O:20])=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 90052261HCID 90052261、化合物

生成物 1

HCID 900521172-((3-Fluorophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid収率 57.7%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 14798Sodium Hydroxide溶媒2 回

反応条件

温度
50 °C

実験手順

To a solution of ethyl 2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylate (E3, 247 mg) in ethanol (3 mL) and tetrahydrofuran (1.5 mL), 2.0 mol/L aqueous sodium hydroxide (0.78 mL) was added at room temperature, and the mixture was stirred at 50° C. for 1 hour. To the reaction mixture, 2.0 mol/L aqueous sodium hydroxide (0.39 mL) was added at 50° C., and the mixture was stirred at the same temperature for 3 hours. The reaction mixture was cooled to room temperature, and then 1.0 mol/L aqueous hydrochloric acid was added to the reaction mixture until the mixture became acidic. The solid matter was taken by filtration, washed with water, and then dried under reduced pressure to obtain 2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid (E22, 130 mg).

後処理

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

出典と根拠

ORDレコード
ord-dd507d80924b4c28b97841d28f0ca52f
出典データセット
uspto-grants-2015_09
特許番号
US09145415B2

反応ノート

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