Triethylamine → 1-{2-[{6-[(tert-Butoxycarbonyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446510노트

반응식

HRID 446510 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.C(Cl)(=O)C(C)(C)C.[C:31]1([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[NH:37][C:38](=[O:50])[O:39][CH:40]1[CH2:45][CH2:44][N:43]([CH2:46][CH2:47][NH:48][CH3:49])[CH2:42][CH2:41]1>C(Cl)Cl>[C:31]1([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[NH:37][C:38](=[O:50])[O:39][CH:40]1[CH2:45][CH2:44][N:43]([CH2:46][CH2:47][N:48]([C:14](=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH3:49])[CH2:42][CH2:41]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 6376026-((tert-Butoxycarbonyl)amino)hexanoic acidHCID 566436031-(2-(Methylamino)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

생성물 1

HCID 666716851-{2-[{6-[(tert-Butoxycarbonyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate수율 99.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

6-[(tert-Butoxycarbonyl)amino]hexanoic acid (720 mg, 3.11 mmol) was dissolved in methylene chloride (14 mL), triethylamine (0.590 mL, 4.25 mmol) and pivaloyl chloride (0.418 mL, 3.40 mmol) were added under ice cooling, and the mixture was stirred at room temperature for 15 minutes. 1-[2-(Methylamino)ethyl]piperidin-4-yl biphenyl-2-ylcarbamate (1.00 g, 2.83 mmol) was added, and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and the resulting residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=1:1→4 0:100, v/v) to give the title compound (1.59 g; yield, 99%) as a white solid.

후처리

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. customThe solvent was evaporated under reduced pressure
  3. customthe resulting residue was purified by NH silica gel column chromatography (hexane

출처 및 근거

ORD 기록
ord-43f1e4fbcd174e8c830bbb86e71e6bd0
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476253B2

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