Ethanolamine → N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-4-[2-[N-(2-hydroxyethyl)amino]ethoxy]-3-methoxyphenylacetamide

HRID 7075

반응식

HRID 7075 반응식
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]3[CH2:26][CH2:25][CH:24]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:23][CH2:22]3)[CH:16]=2)=[O:13])=[CH:7][C:6]=1[O:31][CH3:32].[NH2:33][CH2:34][CH2:35][OH:36].C(N(CC)CC)C.C(Cl)(Cl)Cl>C(#N)C>[C:27]([CH:24]1[CH2:25][CH2:26][CH:21]([C:17]2[CH:16]=[C:15]([NH:14][C:12](=[O:13])[CH2:11][C:8]3[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][NH:33][CH2:34][CH2:35][OH:36])=[C:6]([O:31][CH3:32])[CH:7]=3)[CH:20]=[CH:19][CH:18]=2)[CH2:22][CH2:23]1)([CH3:30])([CH3:29])[CH3:28]

참가 물질

6

반응물 4

HCID 700EthanolamineHCID 6212ChloroformHCID 8471TriethylamineHCID 220196274-(2-bromoethoxy)-N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-3-methoxyphenylacetamide

생성물 1

HCID 22019647N-[3-(4-tert-butylcyclohexan-1-yl)phenyl]-4-[2-[N-(2-hydroxyethyl)amino]ethoxy]-3-methoxyphenylacetamide수율 88.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Intermediate 5 (200 mg), 2-aminoethanol (122 mg) and triethylamine (45 mg) are dissolved in acetonitrile (5 ml), and the mixture is heated under reflux for 18 hours. To the reaction solution is added chloroform, and the mixture is washed with water. The organic layer is dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 20% chloroform/methanol) to give the desired compound (170 mg).

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 18 hours
  3. washthe mixture is washed with water
  4. dry with materialThe organic layer is dried over sodium sulfate
  5. customthe solvent is evaporated under reduced pressure
  6. customThe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 20% chloroform/methanol)

출처 및 근거

ORD 기록
ord-ca4213a13adb45e8b1ae784052865be6
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084176B2

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