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 8587ノート

反応式

HRID 8587 の反応式
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

参加物

5

反応物 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

生成物 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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-95a3c85d0be542beac729e463c062d1c
出典データセット
uspto-grants-2006_08
特許番号
US07091198B1

反応ノート

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