Dimethylformamide → Tert-butyl 2-(2-(benzyloxy)-5-(3-(4-methylpiperazin-1-yl)propoxy)benzamido)-4-phenylbenzoate

HRID 454653노트

반응식

HRID 454653 반응식
CN(C)C=O.C(=O)([O-])[O-].[K+].[K+].Br[CH2:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1.[CH2:23]([O:30][C:31]1[CH:58]=[CH:57][C:56]([OH:59])=[CH:55][C:32]=1[C:33]([NH:35][C:36]1[CH:48]=[C:47]([C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[CH:46]=[CH:45][C:37]=1[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[O:34])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C(Cl)(Cl)Cl.O>[CH2:23]([O:30][C:31]1[CH:58]=[CH:57][C:56]([O:59][CH2:13][CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[CH:55][C:32]=1[C:33]([NH:35][C:36]1[CH:48]=[C:47]([C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[CH:46]=[CH:45][C:37]=1[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[O:34])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium Carbonate2회HCID 4140881-(3-Bromopropyl)-4-methylpiperazineHCID 66990772Tert-butyl 2-(2-(benzyloxy)-5-hydroxybenzamido)-4-phenylbenzoate

생성물 1

HCID 66990152Tert-butyl 2-(2-(benzyloxy)-5-(3-(4-methylpiperazin-1-yl)propoxy)benzamido)-4-phenylbenzoate수율 31.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

반응 조건

온도
100 °C

실험 절차

N,N-Dimethylformamide (3.0 mL), potassium carbonate (0.12 g), and 1-(3-bromopropyl)-4-methylpiperazine (0.30 g) were sequentially added to tert-butyl 2-(2-(benzyloxy)-5-hydroxybenzamido)-4-phenylbenzoate (0.15 g), followed by stirring at 100° C. for 1 hour and 20 minutes. Potassium carbonate (0.12 g) was added to the reaction mixture, followed by stirring at 100° C. for 50 minutes. Water and chloroform were added to the reaction mixture. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-92% chloroform/methanol] to obtain 0.060 g of tert-butyl 2-(2-(benzyloxy)-5-(3-(4-methylpiperazin-1-yl)propoxy)benzamido)-4-phenylbenzoate.

후처리

  1. stirringby stirring at 100° C. for 50 minutes
  2. customThe organic layer was separated
  3. washwashed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography [eluent: 100-92% chloroform/methanol]

출처 및 근거

ORD 기록
ord-4c15c95ecc96431c95e83a990959c2e0
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492582B2

반응 노트

불러오는 중…