Water → (e)-3-(4-Chlorophenyl)-n-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide

HRID 1425647

반응식

HRID 1425647 반응식
[CH:1]1[C:6](/[CH:7]=[CH:8]/[C:9]([OH:11])=O)=[CH:5][CH:4]=[C:3]([Cl:12])[CH:2]=1.[NH2:13][C:14]1[CH:19]=[CH:18][N:17]([CH2:20][CH:21]([O:25][CH2:26][CH3:27])[O:22][CH2:23][CH3:24])[C:16](=[O:28])[N:15]=1.Cl.C(N=C=NCCCN(C)C)C.O>CN(C)C=O>[Cl:12][C:3]1[CH:2]=[CH:1][C:6](/[CH:7]=[CH:8]/[C:9]([NH:13][C:14]2[CH:19]=[CH:18][N:17]([CH2:20][CH:21]([O:22][CH2:23][CH3:24])[O:25][CH2:26][CH3:27])[C:16](=[O:28])[N:15]=2)=[O:11])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6377974-Chlorocinnamic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68900639HCID 68900639, 화합물

생성물 1

HCID 68902508(e)-3-(4-Chlorophenyl)-n-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide수율 68%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

P-chloro cinnamic acid (1.84 g, 10 mM), 4-amino-1-(2,2-diethoxyethyl)-1H-pyrimidin-2-one (b, 3.00 g, 15 mM), 1-hydroxybenztriazolemonohydrate (2.30 g, 15 mM) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (2.90 g, 15 mM) were suspended in N,N-dimethylformamide (20 mL) and stirred at 70° C. for 5 hours. After the reaction mixture was cooled to room temperature, water (20 mL) was added and stirred at room temperature. The crystal precipitated from the reaction mixture was filtered to afford 2.48 g of the desired compound (E)-3-(4-chlorophenyl)-N-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide (c) (yield 68%, colorless crystal).

후처리

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. stirringstirred at room temperature
  3. customThe crystal precipitated from the reaction mixture
  4. filtrationwas filtered

출처 및 근거

ORD 기록
ord-6d667ba75eab499d8601ca4de029d744
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933012B2

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