Methylamine → Ethyl 1,3-dimethyl-4-methylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

HRID 496594

반응식

HRID 496594 반응식
Cl[C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]2[N:13]([CH3:17])[N:14]=[C:15]([CH3:16])[C:3]=12.[CH3:18][NH2:19]>O1CCCC1.C(OCC)(=O)C>[CH3:17][N:13]1[C:4]2=[N:5][CH:6]=[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:2]([NH:19][CH3:18])=[C:3]2[C:15]([CH3:16])=[N:14]1

참가 물질

5

반응물 2

HCID 6329MethylamineHCID 2736380ethyl 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

생성물 1

HCID 22322154Ethyl 1,3-dimethyl-4-methylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylate수율 57.6%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 1.268 g (5 mmol) of ethyl 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate and 7.5 ml (15 mmol) of methylamine in tetrahydrofuran (2.0 molar solution) was stirred at room temperature overnight and refluxed for 2 hours. The solvent was removed to give a white solid. The solid was dissolved in ethyl acetate and the solution washed with H2O, 1M NaHCO3, brine and dried (Na2SO4). The solvent was removed to give a white solid. Crystallization from ethyl acetate gave 0.715 g of white solid; Mass spectrum (ES) 249.2 (M+H).

후처리

  1. temperaturerefluxed for 2 hours
  2. customThe solvent was removed
  3. customto give a white solid
  4. washthe solution washed with H2O, 1M NaHCO3, brine
  5. dry with materialdried (Na2SO4)
  6. customThe solvent was removed
  7. customto give a white solid
  8. customCrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-60dccb4e528f4eb9b5ed92a96baf4a23
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06946473B2

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