Triethylamine → 3-Chloro-2-(4-(2,4-difluorobenzyl)piperazin-1-yl)pyrido[3,4-b]pyrazine

HRID 713204ノート

反応式

HRID 713204 の反応式
Cl[C:2]1[N:3]=[C:4]2[CH:12]=[CH:11][N:10]=[CH:9][C:5]2=[N:6][C:7]=1[Cl:8].[F:13][C:14]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:15]=1[CH2:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C(N(CC)CC)C>C(Cl)Cl>[Cl:8][C:7]1[N:6]=[C:5]2[CH:9]=[N:10][CH:11]=[CH:12][C:4]2=[N:3][C:2]=1[N:20]1[CH2:19][CH2:18][N:17]([CH2:16][C:15]2[CH:23]=[CH:24][C:25]([F:27])=[CH:26][C:14]=2[F:13])[CH2:22][CH2:21]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27828061-(2,4-Difluorobenzyl)piperazineHCID 231227312,3-Dichloropyrido[3,4-b]pyrazine

生成物 1

HCID 1181593003-Chloro-2-(4-(2,4-difluorobenzyl)piperazin-1-yl)pyrido[3,4-b]pyrazine収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a mixture of 2,3-dichloropyrido[3,4-b]pyrazine (8 g, 40.0 mmol) and 1-(2,4-difluorobenzyl)piperazine (8.49 g, 40.0 mmol) in DCM (100 mL) was added triethylamine (16.72 mL, 120 mmol) at room temperature. Then the mixture was stirred at room temperature for 0.5 h. The reaction mixture was diluted with 30 mL of DCM, washed with brine twice, dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography, eluting with a gradient of 50:1 to 5:1 PE:EtOAc to give the title compound (12 g, 80%). ESI-MS m/z [M+H]+ 376.0.

後処理

  1. washwashed with brine twice
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with a gradient of 50:1 to 5:1 PE

出典と根拠

ORDレコード
ord-22913d9167484588bf7c9044f8842326
出典データセット
uspto-grants-2015_11
特許番号
US09181249B2

反応ノート

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