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

HRID 446510ノート

反応式

HRID 446510 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-43f1e4fbcd174e8c830bbb86e71e6bd0
出典データセット
uspto-grants-2013_07
特許番号
US08476253B2

反応ノート

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