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

HRID 1052387ノート

反応式

HRID 1052387 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

(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.

後処理

  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)

出典と根拠

ORDレコード
ord-dab59a736b124f109e6db94f7879fa36
出典データセット
uspto-grants-2016_07
特許番号
US09388189B2

反応ノート

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