Triethylamine → 5-[2-[2-(Phthalimido)ethyloxy]ethylthio]imidazo[1,2-a]pyridine

HRID 1608609노트

반응식

HRID 1608609 반응식
[SH:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][O:14][CH2:15][CH2:16][N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27].C(N(CC)CC)C>C(O)C>[C:18]1(=[O:27])[N:17]([CH2:16][CH2:15][O:14][CH2:13][CH2:12][S:1][C:2]2[N:7]3[CH:8]=[CH:9][N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]12

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 130286112-(2-(2-bromoethoxy)ethyl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 178418687HCID 178418687, 화합물

생성물 1

HCID 233629035-[2-[2-(Phthalimido)ethyloxy]ethylthio]imidazo[1,2-a]pyridine수율 54.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (3.00 g, 20 mmoles) and N-[2-[2-(bromo)ethyloxy]ethyl]phthalimide (5.96 g, 20 mmoles) in ethanol (200 ml) was added triethylamine (4.2 ml, 30 mmoles) and the mixture was stirred at room temperature for 12 hours and heated at reflux for 3 hours. After the solvent was distilled off, chloroform was added to the residue, which was washed with water, dried over anhydrous magnesium sulfate and the solvent was distilled off. Then, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 4.00 g of the desired product (54.5%, light tan solid).

후처리

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. distillationAfter the solvent was distilled off
  4. additionchloroform was added to the residue, which
  5. washwas washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThen, the residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-11bc45c644d84b67a8ec4b84d9abf7bb
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05395839

반응 노트

불러오는 중…