Hydrochloric Acid → Ethyl 4-chloro-6-((4-methoxybenzyl)amino)pyrimidine-5-carboxylate

HRID 1052387노트

반응식

HRID 1052387 반응식
N/[CH:2]=[N:3]/[C:4](/[NH:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)=[C:5](\[C:11]#[N:12])/[C:6]([O:8][CH2:9][CH3:10])=[O:7].[ClH:23]>O>[Cl:23][C:11]1[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:4]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[N:3]=[CH:2][N:12]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 140693035ethyl (E)-3-[(E)-aminomethylideneamino]-2-cyano-3-[(4-methoxyphenyl)methylamino]prop-2-enoate

생성물 1

HCID 90102730Ethyl 4-chloro-6-((4-methoxybenzyl)amino)pyrimidine-5-carboxylate수율 34%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

(E)-Ethyl 3-((E)-(aminomethylene)amino)-2-cyano-3-((4-methoxybenzyl)amino)acrylate (1.24 g, 3.49 mmol) was dissolved in 23 mL hydrochloride acid (4M in dioxane, 90.64 mmol) and the mixture was stirred at room temperature overnight. The mixture was poured into 400 mL water and extracted with ethyl acetate. The organic phase was washed with water, brine, dried over sodium sulphate, filtered and evaporated under reduced pressure. The crude was purified using SP1® Purification System (0% to 25%, hexane-ethyl acetate) to give 376 mg (34% yield) of the title compound as a white solid.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water, brine
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customThe crude was purified
  7. customSP1® Purification System (0% to 25%, hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-dab59a736b124f109e6db94f7879fa36
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388189B2

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