Ammonium formate → 1-(2-Fluorobenzyl)-3-[5-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-pyrimidinyl]-1H-pyrazolo[3,4-b]pyridine

HRID 8587노트

반응식

HRID 8587 반응식
Cl[C:2]1[C:7]([N:8]2[CH2:14][CH:13]3[O:15][CH:10]([CH2:11][CH2:12]3)[CH2:9]2)=[C:6](Cl)[N:5]=[C:4]([C:17]2[C:25]3[C:20](=[N:21][CH:22]=[CH:23][CH:24]=3)[N:19]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[F:33])[N:18]=2)[N:3]=1.C([O-])=O.[NH4+]>CO.[Pd]>[F:33][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[CH2:26][N:19]1[C:20]2=[N:21][CH:22]=[CH:23][CH:24]=[C:25]2[C:17]([C:4]2[N:5]=[CH:6][C:7]([N:8]3[CH2:9][CH:10]4[O:15][CH:13]([CH2:12][CH2:11]4)[CH2:14]3)=[CH:2][N:3]=2)=[N:18]1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 219835303-[4,6-Dichloro-5-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-pyrimidinyl]-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

생성물 1

HCID 219835371-(2-Fluorobenzyl)-3-[5-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-pyrimidinyl]-1H-pyrazolo[3,4-b]pyridine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

400 mg (0.68 mmol) of 3-[4,6-dichloro-5-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)-2-pyrimidinyl]-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine (example XII, step 7) are dissolved in 200 ml of methanol, and 86 mg of ammonium formate are added. Under argon, 26 mg of palladium on activated carbon (10%) are added, and the mixture is heated under reflux for 3 days. The reaction mixture is filtered and the residues are washed with methanol. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. 99 mg (35% of theory) of the product are obtained.

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 3 days
  3. filtrationThe reaction mixture is filtered
  4. washthe residues are washed with methanol
  5. customThe solvent is removed in vacuo
  6. customthe residue is purified by preparative HPLC
  7. custom99 mg (35% of theory) of the product are obtained

출처 및 근거

ORD 기록
ord-95a3c85d0be542beac729e463c062d1c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091198B1

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