Ammonium formate → (RS) Methyl 3-{5-[2-(4-amino-3-hydroxy-phenyl)-acetylamino]-pyridin-2-yl}-butanoate

HRID 49720

반응식

HRID 49720 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH2:11][C:12]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([CH:21]([CH3:27])[CH2:22][C:23]([O:25][CH3:26])=[O:24])=[N:19][CH:20]=2)=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O.C([O-])=O.[NH4+]>C(O)C.[Pd]>[NH2:8][C:7]1[CH:6]=[CH:5][C:4]([CH2:11][C:12]([NH:14][C:15]2[CH:16]=[CH:17][C:18]([CH:21]([CH3:27])[CH2:22][C:23]([O:25][CH3:26])=[O:24])=[N:19][CH:20]=2)=[O:13])=[CH:3][C:2]=1[OH:1]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 17946659(RS) methyl 3-{5-[2-(3-hydroxy-4-nitrophenyl)-acetylamino]-pyridin-2-yl}-butanoate

생성물 1

HCID 17946638(RS) Methyl 3-{5-[2-(4-amino-3-hydroxy-phenyl)-acetylamino]-pyridin-2-yl}-butanoate수율 74.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

A solution of (RS) methyl 3-{5-[2-(3-hydroxy-4-nitrophenyl)-acetylamino]-pyridin-2-yl}-butanoate (2.0 g, Reference Example 25) in ethanol (80 mL), at 60° C., was treated with ammonium formate (4.0 g) and 10% palladium on charcoal (0.5 g). After stirring at 60° C. for 1 hour the reaction mixture was cooled and then filtered. The filtrate was evaporated and the residue was dissolved in ethyl acetate. This solution was washed twice with water, then dried over magnesium sulphate and then evaporated to give the title compound (1.37 g) as an oil.

후처리

  1. temperaturewas cooled
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. washThis solution was washed twice with water
  6. dry with materialdried over magnesium sulphate
  7. customevaporated

출처 및 근거

ORD 기록
ord-c5851f05f1e04dd48d0249cc66ba9d27
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706738B2

연결된 노트

불러오는 중…