5-Bromothiophene-2-carbaldehyde → 5-PIPERAZIN-1-YLTHIOPHENE-2-CARBALDEHYDE

HRID 336833노트

반응식

HRID 336833 반응식
Br[C:2]1[S:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=1.[N:9]1(C(OC(C)(C)C)=O)[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1>O>[N:9]1([C:2]2[S:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=2)[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1

참가 물질

4

반응물 2

HCID 784285-Bromothiophene-2-carbaldehydeHCID 143452tert-Butyl piperazine-1-carboxylate

생성물 1

HCID 24631775-PIPERAZIN-1-YLTHIOPHENE-2-CARBALDEHYDE수율 71.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A suspension of 1.09 g (5.7 mmol) of 5-bromothiophene-2-carboxaldehyde and 3.19 g (17.1 mmol) of tert-butyl piperazine-1-carboxylate in 30 ml of water is heated under reflux for 48 h. The aqueous phase is extracted three times with methylene chloride. The organic phases are combined, dried over sodium sulfate, filtered, and evaporated. The residue is purified by chromatography on silica (MeOH gradient in dichloromethane: 5 to 10%) to yield 0.80 g (70%) of 5-(piperazin-1-yl)thiophene-2-carboxaldehyde in the form of a blue-grey solid.

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 48 h
  3. extractionThe aqueous phase is extracted three times with methylene chloride
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is purified by chromatography on silica (MeOH gradient in dichloromethane: 5 to 10%)

출처 및 근거

ORD 기록
ord-5668f39988284b37ad4c806bd5df46cf
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889711B2

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