Hydrochloric Acid → N-(2-((2-hydroxy-3-(4-(2-cyclopropylmethoxyethoxy)phenoxy)propyl)amino)ethyl)-4-morpholinecarboxamide

HRID 980161노트

반응식

HRID 980161 반응식
Cl.[NH2:2][CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7].[OH-].[Na+].[CH:16]1([CH2:19][O:20][CH2:21][CH2:22][O:23][C:24]2[CH:34]=[CH:33][C:27]([O:28][CH2:29][CH:30]3[O:32][CH2:31]3)=[CH:26][CH:25]=2)[CH2:18][CH2:17]1>C(O)C>[OH:32][CH:30]([CH2:29][O:28][C:27]1[CH:33]=[CH:34][C:24]([O:23][CH2:22][CH2:21][O:20][CH2:19][CH:16]2[CH2:18][CH2:17]2)=[CH:25][CH:26]=1)[CH2:31][NH:2][CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:7]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11041198N-(2-Aminoethyl)-4-morpholinecarboxamideHCID 150353032-((4-(2-(Cyclopropylmethoxy)ethoxy)phenoxy)methyl)oxirane

생성물 1

HCID 21289591N-(2-((2-hydroxy-3-(4-(2-cyclopropylmethoxyethoxy)phenoxy)propyl)amino)ethyl)-4-morpholinecarboxamide

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

26.2 g of the hydrochloride of N-2-aminoethyl-4-morpholinecarboxamide and 5.0 g of NaOH were refluxed in 175 ml of ethanol for 1 h. Thereafter 22 g of 3-(4-(2-cyclopropylmethoxyethoxy)phenoxy)-1,2-epoxypropane in 100 ml of ethanol was added and the resulting mixture refluxed for 16 h, filtered, and evaporated. The residue was dissolved in 300 ml of ethyl acetate and washed three times with water. The organic phase was then extracted with 250 ml of water at pH 5 (HCl). The aqueous phase was then made alkaline and extracted with methylene chloride. The methylene chloride phase was dried over Na2SO4, filtered, and evaporated. The residue was treated with ether and recrystallized from ethyl acetate. Yield 8.0 g. Melting point 80°-81° C. (base). The structure was determined using NMR-analysis.

후처리

  1. temperaturethe resulting mixture refluxed for 16 h
  2. filtrationfiltered
  3. customevaporated
  4. dissolutionThe residue was dissolved in 300 ml of ethyl acetate
  5. washwashed three times with water
  6. extractionThe organic phase was then extracted with 250 ml of water at pH 5 (HCl)
  7. extractionextracted with methylene chloride
  8. dry with materialThe methylene chloride phase was dried over Na2SO4
  9. filtrationfiltered
  10. customevaporated
  11. additionThe residue was treated with ether
  12. customrecrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-2ae0810d2a5c45a7a72e790ac9abc023
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04636501

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