Hexane → HCID 54026803, 화합물

HRID 849042노트

반응식

HRID 849042 반응식
CCCCCC.[H-].[K+].[Cl:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[NH:15][CH:14]=[CH:13]2.[CH3:19][N:20]1[C:24]([CH3:25])=[C:23]([N:26]=[C:27]=[S:28])[C:22]([CH3:29])=[N:21]1>C1COCC1>[CH3:19][N:20]1[C:24]([CH3:25])=[C:23]([NH:26][C:27]([N:15]2[C:16]3[C:12](=[CH:11][C:10]([Cl:9])=[CH:18][CH:17]=3)[CH:13]=[CH:14]2)=[S:28])[C:22]([CH3:29])=[N:21]1

참가 물질

6

반응물 4

HCID 8058HexaneHCID 82127Potassium hydrideHCID 871105-ChloroindoleHCID 3263055ST50844634

생성물 1

HCID 54026803HCID 54026803, 화합물수율 59.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A stirred slurry of hexane washed potassium hydride (0.423 g, 10.6 mmol) in 50 mL of dry THF was treated portionwise with 5-chloroindole (1.6 g, 10.6 mmol). The mixture was stirred until a clear solution was obtained. A solution of (1,3,5-trimethyl-pyrazol-4-yl)-isothiocyanate (1.8 g, 10.6 mmol) of step A in 5 mL THF was slowly added and stirring was continued for 1 hour. The reaction mixture was concentrated in vacuo and the residue partitioned between EtOAc and 1N HCl. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residual solid foam was triturated with Et2O-hexane overnight to provide 2.0 g of the title compound as a tan solid, m.p. 165-166° C. (59% of theory).

후처리

  1. customwas obtained
  2. stirringstirring
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customthe residue partitioned between EtOAc and 1N HCl
  5. washThe organic layer was washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe residual solid foam was triturated with Et2O-hexane overnight

출처 및 근거

ORD 기록
ord-42f5055a81aa490683d2af002fde7a34
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06011053

반응 노트

불러오는 중…