Sodium Hydroxide → 2-methyl-2-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid

HRID 1691854노트

반응식

HRID 1691854 반응식
C([O:3][C:4](=[O:23])[C:5]([CH3:22])([CH:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][N:14]=2)[CH2:9][CH2:8]1)[CH3:6])C.[OH-].[Na+]>O1CCCC1.CO>[CH3:22][C:5]([CH:7]1[CH2:8][CH2:9][N:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][N:14]=2)[CH2:11][CH2:12]1)([CH3:6])[C:4]([OH:23])=[O:3]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 667385542-methyl-2-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid ethyl ester

생성물 1

HCID 667384112-methyl-2-(5'-nitro-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl)-propionic acid수율 71.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
140 °C

실험 절차

To a solution of 2-methyl-2-(5′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-propionic acid ethyl ester (321 mg, 1.0 mmol) in tetrahydrofuran (2 mL) and methanol (6 mL) was added sodium hydroxide solution (1N, 2 mL). The mixture was heated in a microwave at 140° C. for 1.5 hr. The mixture was evaporated and the residue was dissolved in hot methanol and water. The clear solution was then acidified with 1N hydrochloric acid (2.5 mL). The resulting pale yellow precipitate was filtered and dried to give 2-methyl-2-(5′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-propionic acid (210 mg). LC-MS calcd. for C14H19N3O4 (m/e) 293.1, obsd 294.1

후처리

  1. customThe mixture was evaporated
  2. dissolutionthe residue was dissolved in hot methanol
  3. filtrationThe resulting pale yellow precipitate was filtered
  4. customdried

출처 및 근거

ORD 기록
ord-3ce7a0242cac4ce5adb2dd65a82f068e
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153644B2

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