2-Bromopyridine → 1-(Pyridin-2-yl)imidazolidin-2-one

HRID 458549노트

반응식

HRID 458549 반응식
[NH:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6].Br[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1.CC([O-])=O.[K+]>N1C=CC=CC=1.[Cu].Cl[Cu]>[N:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[N:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6]

참가 물질

7

반응물 3

HCID 79732-BromopyridineHCID 84532-ImidazolidinoneHCID 517044Potassium Acetate

생성물 1

HCID 2942411-(Pyridin-2-yl)imidazolidin-2-one

시약·촉매·용매 3

HCID 23978Copper촉매HCID 62652Cuprous chloride촉매HCID 1049Pyridine용매

반응 조건

온도
60 °C

실험 절차

A mixture of 2-imidazolidinone (1.00 g, 11.6 mmol), 2-bromopyridine (3.40 mL, 34.8 mmol), copper powder (2.58 g, 40.7 mmol), CuCl (230 mg, 2.32 mmol), and KOAc (3.99 g, 40.7 mmol) in pyridine (10 mL) was heated at 60° C. for 18 h. The cooled mixture was partitioned between CHCl3 (100 mL) and 10% aqueous citric acid (50 mL). The aqueous layer was adjusted to pH 11 with 10 N aqueous NaOH, extracted with CHCl3 (3×100 mL), and these organic layers were combined and dried over Na2SO4, filtered, and concentrated under reduced pressure, to give the title compound in sufficient purity for use in the next step. MS: m/z=164 (M+1).

후처리

  1. customThe cooled mixture was partitioned between CHCl3 (100 mL) and 10% aqueous citric acid (50 mL)
  2. extractionextracted with CHCl3 (3×100 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f379389fd1b14fe79a1dfcea37441ee9
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07192954B2

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