Potassium Carbonate → (R)-8-Acetyl-2-{1-[(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-amino]-ethyl}-3-(4-ethoxy-phenyl)-5,6,7,8-tetrahydro-3H-pyrido[2,3-d]pyrimidin-4-one

HRID 2223147ノート

反応式

HRID 2223147 の反応式
[C:1]([N:4]1[C:9]2[N:10]=[C:11]([C@H:24]([NH2:26])[CH3:25])[N:12]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH3:23])=[CH:17][CH:16]=3)[C:13](=[O:14])[C:8]=2[CH2:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].Br[CH2:28][C:29]1[N:33]([CH3:34])[N:32]=[C:31]([CH3:35])[CH:30]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:1]([N:4]1[C:9]2[N:10]=[C:11]([C@H:24]([NH:26][CH2:28][C:29]3[N:33]([CH3:34])[N:32]=[C:31]([CH3:35])[CH:30]=3)[CH3:25])[N:12]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH3:23])=[CH:17][CH:16]=3)[C:13](=[O:14])[C:8]=2[CH2:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 534165735-(Bromomethyl)-1,3-dimethyl-1H-pyrazoleHCID 58617407(R)-8-Acetyl-2-(1-amino-ethyl)-3-(4-ethoxy-phenyl)-5,6,7,8-tetrahydro-3H-pyrido[2,3-d]pyrimidin-4-one

生成物 1

HCID 58617388(R)-8-Acetyl-2-{1-[(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-amino]-ethyl}-3-(4-ethoxy-phenyl)-5,6,7,8-tetrahydro-3H-pyrido[2,3-d]pyrimidin-4-one収率 59.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

D4 (70 mg, 0.20 mmol), C3 (37 mg, 0.20 mmol), and potassium carbonate (30 mg, 0.22 mmol) were stirred in dimethylformamide at room temperature overnight. The reaction mixture was partitioned between 4:1 ether:dichloromethane and water. The organic layer was washed with water and brine. It was dried over magnesium sulfate, filtered, then concentrated in vacuo. Purified by chromatography (2% to 5% methanol with 0.1% ammonium hydroxide in dichloromethane), yielding 55 mg of D5.

後処理

  1. customThe reaction mixture was partitioned between 4:1 ether
  2. washThe organic layer was washed with water and brine
  3. dry with materialIt was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurified by chromatography (2% to 5% methanol with 0.1% ammonium hydroxide in dichloromethane)

出典と根拠

ORDレコード
ord-6472c18709eb4259bfc5c373ebcadb14
出典データセット
uspto-grants-2008_05
特許番号
US07375102B2

反応ノート

読み込み中…