Formaldehyde → HCID 178461560, 화합물

HRID 1988983노트

반응식

HRID 1988983 반응식
[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

참가 물질

6

반응물 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 178461561HCID 178461561, 화합물

생성물 1

HCID 178461560HCID 178461560, 화합물

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

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 afford the desired product.

후처리

  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

출처 및 근거

ORD 기록
ord-990681c2de7e4a09bd5374c70f4e2ebd
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07642278B2

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