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

HRID 2284655
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HRID 2284655 반응식
[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]
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참가 물질

8

반응물 3

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

생성물 1

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

시약·촉매·용매 4

HCID 887Methanol용매HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매
HCID 14798Sodium Hydroxide용매

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온도
55 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-064e12b4a2874ca387d722c740188b41
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09145415B2

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