2-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine → HCID 178428253, 화합물

HRID 475290노트

반응식

HRID 475290 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH3:14])[NH:11][N:10]=2)[CH:5]=[CH:4][N:3]=1.Cl.O1CCCCC1[N:22]1[C:26]2[CH:27]=[CH:28][C:29]([C@@H:31]([NH2:33])[CH3:32])=[CH:30][C:25]=2[N:24]=[CH:23]1>CCCCO>[NH:22]1[C:26]2[CH:27]=[CH:28][C:29]([C@@H:31]([NH:33][C:2]3[N:7]=[C:6]([NH:8][C:9]4[CH:13]=[C:12]([CH3:14])[NH:11][N:10]=4)[CH:5]=[CH:4][N:3]=3)[CH3:32])=[CH:30][C:25]=2[N:24]=[CH:23]1

참가 물질

4

반응물 2

HCID 231324822-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amineHCID 86694728HCID 86694728, 화합물

생성물 1

HCID 178428253HCID 178428253, 화합물

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

To a solution of 2-chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine (105 mg, 0.5 mmol) in n-BuOH (2 mL) in a microwave vial was added 126 (184 mg, 0.75 mmol). To the solution was added dropwise TEA (0.21 mL, 1.5 mmol) and the vial sealed and irradiated in a in the microwave synthesizer at 110° C. for 6 h. The solvent was evaporated under reduced pressure and the crude residue was taken up in DCM (5 mL) and MeOH (5 mL) and the solvent was again concentrated in vacuo. The residue was diluted in DMF (1 mL) and filtered. The crude mixture was purified by reverse phase HPLC to afford 9 mg (5%) of I-121.

후처리

  1. customthe vial sealed
  2. customirradiated in a in the microwave synthesizer at 110° C. for 6 h
  3. customThe solvent was evaporated under reduced pressure
  4. concentrationMeOH (5 mL) and the solvent was again concentrated in vacuo
  5. additionThe residue was diluted in DMF (1 mL)
  6. filtrationfiltered
  7. customThe crude mixture was purified by reverse phase HPLC
  8. customto afford 9 mg (5%) of I-121

출처 및 근거

ORD 기록
ord-9533f86c249340dfb14e0773ba11f379
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637537B2

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