Triethylamine → 3-[(5-bromo-2-chloro-pyrimidin-4-yl)-[(3,5-dimethoxyphenyl)methyl]amino]-N-methyl-propanamide

HRID 2234400

反応式

HRID 2234400 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][NH:12][CH2:13][CH2:14][C:15]([NH:17][CH3:18])=[O:16])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.C(N(CC)CC)C.[Br:26][C:27]1[C:28](Cl)=[N:29][C:30]([Cl:33])=[N:31][CH:32]=1>C(Cl)Cl>[Br:26][C:27]1[C:28]([N:12]([CH2:11][C:5]2[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:13][CH2:14][C:15]([NH:17][CH3:18])=[O:16])=[N:29][C:30]([Cl:33])=[N:31][CH:32]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 2899735-Bromo-2,4-dichloropyrimidineHCID 618606733-[(3,5-dimethoxyphenyl)methylamino]-N-methyl-propanamide2 回

生成物 1

HCID 866175753-[(5-bromo-2-chloro-pyrimidin-4-yl)-[(3,5-dimethoxyphenyl)methyl]amino]-N-methyl-propanamide収率 26.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

3-[(3,5-dimethoxyphenyl)methylamino]-N-methyl-propanamide (Intermediate 98; 1 g, 3.96 mmol) was dissolved in DCM (10 mL) and triethylamine (0.68 mL, 4.36 mmol). 5-bromo-2,4-dichloropyrimidine (Aldrich; 993 mg, 4.36 mmol) was added and the mixture stirred at room temperature for 18 hours. The mixture was diluted with DCM and washed with water, brine, dried (MgSO4), filtered and evaporated to give a yellow gum which was purified on a 40 g ISCO companion eluting with 50-70% ethyl acetate in iso-hexane to give the title compound as a white solid (461 mg, 26%).

後処理

  1. washwashed with water, brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customto give a yellow gum which
  6. customwas purified on a 40 g ISCO companion
  7. washeluting with 50-70% ethyl acetate in iso-hexane

出典と根拠

ORDレコード
ord-70422d208bb048c3a2c8d05054ed0ab8
出典データセット
uspto-grants-2010_05
特許番号
US07709471B2

関連ノート

読み込み中…