홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Methyl triflate → (S)-10-{3-[2-(4-Fluoro-phenyl)-ethyl]-piperazin-1-yl}-2-isopropyl-4H-3-thia-1,4,9-triaza-benzo[f]azulene

HRID 1350462
노트
인쇄 미리보기

반응식

HRID 1350462 반응식
[CH:1]([C:4]1[S:13][C:12]2[NH:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[NH:8][C:7](=S)[C:6]=2[N:5]=1)([CH3:3])[CH3:2].FC(F)(F)S([O:24][CH3:25])(=O)=O.[F:28][C:29]1[CH:34]=[CH:33][C:32]([CH2:35][CH2:36][C@H:37]2[CH2:42][NH:41][CH2:40][CH2:39][NH:38]2)=[CH:31][CH:30]=1>ClCCl.N1C=CC=CC=1>[NH3:5].[CH3:25][OH:24].[F:28][C:29]1[CH:34]=[CH:33][C:32]([CH2:35][CH2:36][C@@H:37]2[NH:38][CH2:39][CH2:40][N:41]([C:7]3[C:6]4[N:5]=[C:4]([CH:1]([CH3:3])[CH3:2])[S:13][C:12]=4[NH:11][C:10]4[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=4[N:8]=3)[CH2:42]2)=[CH:31][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 9526Methyl triflateHCID 210934792-Isopropyl-4,9-dihydro-3-thia-1,4,9-triazabenzo[f]azulene-10-thioneHCID 69487151(S)-2-(2-(4-Fluoro-phenyl)-ethyl)-piperazine

생성물 2

HCID 21705897Ammonia methanolHCID 136005614(S)-10-{3-[2-(4-Fluoro-phenyl)-ethyl]-piperazin-1-yl}-2-isopropyl-4H-3-thia-1,4,9-triaza-benzo[f]azulene수율 78.7%

시약·촉매·용매

2
HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

Stir 2-isopropyl-4,9-dihydro-3-thia-1,4,9-triaza-benzo[f]azulene-10-thione (0.551 g, 2.0 mmol) in dichloromethane (10.0 mL) and chilled in an ice bath while adding methyl trifluoromethane sulfonate (0.27 mL, 2.4 mmol). Allow this solution to stir at ambient temperature for 16 hours. Evaporate the solvent to a gray solid. Dissolve this solid and (S)-2-[2-(4-fluoro-phenyl)-ethyl]-piperazine (0.417 g, 2.0 mmol) in pyridine (8.0 mL) and heat at 115° C. for 23 hours. After evaporation of the pyridine, silica gel chromatography, eluting with methylene chloride: 2N NH3/methanol (100:5), gives 0.354 g of the title compound as a yellow solid: mass spectrum (ion spray): m/z=450 (M+1); Analysis for C25H28FN5S(0.2 H2O): calcd: C, 66.26; H, 6.32; N, 15.45; found: C, 66.01; H, 6.15; N, 15.25.

후처리

  1. temperaturechilled in an ice bath
  2. customEvaporate the solvent to a gray solid
  3. temperatureheat at 115° C. for 23 hours
  4. customAfter evaporation of the pyridine, silica gel chromatography
  5. washeluting with methylene chloride

출처 및 근거

ORD 기록
ord-4ae1470cffe742eea7750ceda4dc7fd8
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07214673B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트