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

Toluene-4-sulfonic acid 1-methyl-piperidin-3-ylmethyl ester → (4-Isopropyl-piperazin-1-yl)-[1-(1-methyl-piperidin-3-ylmethyl)-1H-indol-5-yl]-methanone

HRID 2113470
노트
인쇄 미리보기

반응식

HRID 2113470 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([N:12]3[CH2:17][CH2:16][N:15]([CH:18]([CH3:20])[CH3:19])[CH2:14][CH2:13]3)=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.CC([O-])(C)C.[K+].[CH3:27][N:28]1[CH2:33][CH2:32][CH2:31][CH:30]([CH2:34]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:29]1>C1COCC1>[CH:18]([N:15]1[CH2:14][CH2:13][N:12]([C:10]([C:6]2[CH:5]=[C:4]3[C:9](=[CH:8][CH:7]=2)[N:1]([CH2:34][CH:30]2[CH2:31][CH2:32][CH2:33][N:28]([CH3:27])[CH2:29]2)[CH:2]=[CH:3]3)=[O:11])[CH2:17][CH2:16]1)([CH3:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 21184160Toluene-4-sulfonic acid 1-methyl-piperidin-3-ylmethyl ester2회HCID 23665647Potassium tert-butoxideHCID 57752818Methanone,1h-indol-5-yl[4-(1-methylethyl)-1-piperazinyl]-2회

생성물 1

HCID 23652334(4-Isopropyl-piperazin-1-yl)-[1-(1-methyl-piperidin-3-ylmethyl)-1H-indol-5-yl]-methanone수율 96.5%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

A mixture of 1.06 g (3.9 mmol) (1H-indol-5-yl)-(4-isopropyl-piperazin-1-yl)-methanone (intermediate 1); 0.484 g (4.3 mmol) KOtBu and 1.33 g (4.7 mmol) toluene-4-sulfonic acid 1-methyl-piperidin-3-ylmethyl ester (intermediate 6) in 20 mL THF was shaken at 60° C. for 3 h. After evaporation of all volatiles a mixture ethyl acetate was added and washed with water. The organic phase was dried with MgSO4 and evaporated to dryness. The residue was purified by column chromatography on silica eluting with a solvent mixture formed from DCM, methanol NEt3. The combined product fractions were evaporated to yield 1.44 g (91%) of the title compound as light yellow gum. MS(m/e): 383.5 (MH+).

후처리

  1. customAfter evaporation of all volatiles a mixture ethyl acetate
  2. additionwas added
  3. washwashed with water
  4. dry with materialThe organic phase was dried with MgSO4
  5. customevaporated to dryness
  6. customThe residue was purified by column chromatography on silica eluting with a solvent mixture
  7. customformed from DCM, methanol NEt3
  8. customThe combined product fractions were evaporated

출처 및 근거

ORD 기록
ord-49b392f28f494bed8baf1f129c963479
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07432255B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트