Benzylamine → N-benzylpyrido[4,3-d]pyrimidin-4-amine

HRID 50804노트

반응식

HRID 50804 반응식
CS[C:3]1[C:4]2[CH:12]=[N:11][CH:10]=[CH:9][C:5]=2[N:6]=[CH:7][N:8]=1.[CH2:13]([NH2:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CCO>[CH2:13]([NH:20][C:3]1[C:4]2[CH:12]=[N:11][CH:10]=[CH:9][C:5]=2[N:6]=[CH:7][N:8]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 106548874-Methylthiopyrido[4,3-d]pyrimidine

생성물 1

HCID 5328247N-benzylpyrido[4,3-d]pyrimidin-4-amine수율 17%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

4-Methylthiopyrido[4,3-d]pyrimidine (160.4 mg, 0.902 mmol), and benzylamine (106.3 mg, 0.992 mmol) in EtOH (2 mL) are heated at 80° C. for 12 h, and then the solvent is removed under reduced pressure. The resulting solid is suspended in CH2Cl2, filtered, and the resulting solid is purified by preparative tlc on silica, eluting with 5% MeOH in CHCl3. Removal of the solvent under reduced pressure yields 4-benzylaminopyrido[4,3-d]pyrimidine (36 mg, 17%). 1H NMR (DMSO) δ 9.60 (1H, s), 9.37 (1H, t, J=5.8 Hz), 8.72 (1H, d, J=5.8 Hz), 8.57 (1H, s), 7.54 (1H, d, J=5.8 Hz), 7.37 (2H, d, J=7.0 Hz), 7.33 (2H, t, J=7.3 Hz), 7.25 (1H, t, J=7.2 Hz), 4.81 (2H, d, J=5.8 Hz).

후처리

  1. customthe solvent is removed under reduced pressure
  2. filtrationfiltered
  3. customthe resulting solid is purified by preparative tlc on silica
  4. washeluting with 5% MeOH in CHCl3
  5. customRemoval of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-55e84a98568b46e6a4516e8e52984b5e
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713484B2

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