Formaldehyde → HCID 178461560、化合物

HRID 1830029ノート

反応式

HRID 1830029 の反応式
[CH3:1][C@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:9]=[CH:10][C:11]2[NH:15][C:14]([C:16]3[C:24]4[C:19](=[CH:20][C:21]([Cl:25])=[CH:22][CH:23]=4)[NH:18][N:17]=3)=[N:13][C:12]=2[CH:26]=1.C=O.[BH3-][C:30]#N.[Na+]>CO.C(O)(=O)C>[CH3:1][C@H:2]1[CH2:7][N:6]([CH3:30])[CH2:5][CH2:4][N:3]1[C:8]1[CH:9]=[CH:10][C:11]2[NH:15][C:14]([C:16]3[C:24]4[C:19](=[CH:20][C:21]([Cl:25])=[CH:22][CH:23]=4)[NH:18][N:17]=3)=[N:13][C:12]=2[CH:26]=1

参加物

6

反応物 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 178461561HCID 178461561、化合物

生成物 1

HCID 178461560HCID 178461560、化合物

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

3-[6-((2S)-2-methylpiperazinyl)benzimidazol-2-yl]-6-chloro-1H-indazole (1 equivalent) is dissolved in a mixture of MeOH and acetic acid (10: 1), on molecular sieves. Paraformaldehyde (10 equivalents) is added in one portion. The reaction mixture is stirred at room temperature overnight then solid NaCNBH3 is added in small portions. The reaction mixture is refluxed for 5 hours, cooled to room temperature, filtered, and concentrated under reduced pressure. The residue is dissolved in dichloromethane and washed with saturated aqueous NaHCO3. The organic solution is dried over Na2SO4, and the solvent removed under reduced pressure to afford the desired product.

後処理

  1. temperatureThe reaction mixture is refluxed for 5 hours
  2. temperaturecooled to room temperature
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. dissolutionThe residue is dissolved in dichloromethane
  6. washwashed with saturated aqueous NaHCO3
  7. dry with materialThe organic solution is dried over Na2SO4
  8. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-debbb8e85be64ff8b406dca7a9899c26
出典データセット
uspto-grants-2006_06
特許番号
US07064215B2

反応ノート

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