4-Butoxybenzaldehyde → HCID 59808329, 화합물

HRID 563145노트

반응식

HRID 563145 반응식
Cl.[NH2:2][C@@H:3]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:4]([N:6]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH2:7]1)=[O:5].CCN(C(C)C)C(C)C.[CH2:35]([O:39][C:40]1[CH:47]=[CH:46][C:43]([CH:44]=O)=[CH:42][CH:41]=1)[CH2:36][CH2:37][CH3:38].[BH4-].[Na+]>CO.O>[CH2:12]([N:9]1[CH2:10][CH2:11][N:6]([C:4](=[O:5])[C@@H:3]([NH:2][CH2:44][C:43]2[CH:46]=[CH:47][C:40]([O:39][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:41][CH:42]=2)[CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:7][CH2:8]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

7

반응물 4

HCID 798134-ButoxybenzaldehydeHCID 81531DiisopropylethylamineHCID 4311764Sodium borohydrideHCID 67005485HCID 67005485, 화합물

생성물 1

HCID 59808329HCID 59808329, 화합물수율 67.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

2-Amino-1-(4-benzyl-piperazin-1-yl)-(S)-3-phenyl-propan-1-one hydrochloride (500 mg, 1.26 mmol) were dissolved in MeOH (5 mL), DIPEA (359 mg, 2.77 mmol) and 4-n-butoxybenzaldehyde (226 mg, 1.26 mmol) was added and the mixture was heated to reflux for 2 h, cooled again to rt followed by slow addition of sodium borohydride (48 mg, 1.26 mmol) in portions. Stirring was continued for 15 min. Water (1 mL) was added and the solvents were removed under reduced pressure. The residue was taken up in diethylether (5 mL), washed with 10% aq. citric acid (5 mL) and water (5 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to give 411 mg (67%) of 1-(4-benzyl-piperazin-1-yl)-2-(4-butoxy-benzylamino)-(S)-3-phenyl-propan-1-one. LC-MS: tR=0.74 min; [M+H]+=486.43.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 h
  3. customthe solvents were removed under reduced pressure
  4. washwashed with 10% aq. citric acid (5 mL) and water (5 mL)
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-edc50b27b88c4e86aea8c5d833b9b7b9
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067419B2

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