3-(2-Bromoethyl)indole → 3-(2-Bromoethyl)-1-(6-chloroimidazo[2,1-b]thiazole-5-sulfonyl)indole

HRID 1793857노트

반응식

HRID 1793857 반응식
[Br:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[Cl:13][C:14]1[N:15]=[C:16]2[N:20]([C:21]=1[S:22](Cl)(=[O:24])=[O:23])[CH:19]=[CH:18][S:17]2.CC(C)([O-])C.[K+]>C1COCC1>[Br:1][CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:22]([C:21]2[N:20]3[C:16]([S:17][CH:18]=[CH:19]3)=[N:15][C:14]=2[Cl:13])(=[O:23])=[O:24])[CH:5]=1

참가 물질

5

반응물 3

HCID 769243-(2-Bromoethyl)indoleHCID 27997176-Chloroimidazo(2,1-b)(1,3)thiazole-5-sulfonyl chlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 112593493-(2-Bromoethyl)-1-(6-chloroimidazo[2,1-b]thiazole-5-sulfonyl)indole수율 58%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 3-(2-bromoethyl)indole (1.0 g, 4.46 mmol) and 6-chloroimidazo[2,1-b]thiazole-5-sulfonyl chloride (0.96 g, 1.1 eq.) in THF is treated with potassium t-butoxide (0.48 g, 1.1 equiv.) at room temperature, stirred for 16 h, quenched with saturated NaHCO3 and extracted with EtOAc. The extracts are combined, dried over MgSO4 and concentrated in vacuo to give the title product as a brown oil, 1.2 g (58% yield), identified by HPLC and mass spectral analyses.

후처리

  1. customquenched with saturated NaHCO3
  2. extractionextracted with EtOAc
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6727cf8fca674d6b87d64708b6652158
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022701B2

반응 노트

불러오는 중…