Formaldehyde → 2-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-acrylic acid ethyl ester

HRID 1789854노트

반응식

HRID 1789854 반응식
C(NCC)C.[CH2:6]([O:8][C:9](=[O:30])[CH:10]([CH:14]([C:16]1[CH:17]=[N:18][C:19]([NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:20][CH:21]=1)[CH3:15])[C:11](O)=O)[CH3:7].C=O.CCOC(C)=O>C(Cl)Cl>[CH2:6]([O:8][C:9](=[O:30])[C:10]([CH:14]([C:16]1[CH:17]=[N:18][C:19]([NH:22][C:23]([O:25][C:26]([CH3:27])([CH3:29])[CH3:28])=[O:24])=[CH:20][CH:21]=1)[CH3:15])=[CH2:11])[CH3:7]

참가 물질

6

반응물 4

HCID 712FormaldehydeHCID 8021DiethylamineHCID 8857Ethyl AcetateHCID 696503142-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester

생성물 1

HCID 696502442-[1-(6-Tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-acrylic acid ethyl ester수율 41.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Diethylamine (0.153 mL, 1.473 mmol) was added to a solution of 2-[1-(6-tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-malonic acid monoethyl ester (423 mg, 1.2 mmol) and formaldehyde (132 mg, 1.626 mmol, 36% in water) in methylene chloride (2 mL) at 0° C. under argon. The mixture was stirred at room temperature over night. EtOAc was added and the solution was washed with water, NaHCO3 and brine, dried and concentrated under reduced pressure. Flash chromatography (toluene/EtOAc, 3:1) gave 2-[1-(6-tert-butoxycarbonylamino-pyridin-3-yl)-ethyl]-acrylic acid ethyl ester (158 mg, 41%).

후처리

  1. washthe solution was washed with water, NaHCO3 and brine
  2. customdried
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e8dccdb06f9e44fabf50426169d54b15
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071175B1

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