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

Hydrochloric Acid → HCID 67315650, 화합물

HRID 1011347
노트
인쇄 미리보기

반응식

HRID 1011347 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[OH:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][N:28]1[CH2:33][CH2:32][N:31]([CH2:34][C:35]2[N:40]=[C:39]3[CH2:41][O:42][C:43](=O)[C:38]3=[CH:37][CH:36]=2)[CH2:30][CH2:29]1.Cl>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[C:43]1[C:38]2[C:39](=[N:40][C:35]([CH2:34][N:31]3[CH2:32][CH2:33][N:28]([CH2:27][CH2:26][O:25][CH2:24][CH2:23][OH:22])[CH2:29][CH2:30]3)=[CH:36][CH:37]=2)[CH2:41][O:42]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 2733832Lithium hexamethyldisilazaneHCID 37310125-fluoro-1,3-dihydro-2H-indol-2-oneHCID 58478847HCID 58478847, 화합물

생성물 1

HCID 67315650HCID 67315650, 화합물수율 20.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매
3회

실험 절차

A solution of 5-fluoro-1,3-dihydro-indol-2-one (72 mg, 0.47 mmol) in THF (2 mL) is treated with a solution of lithium bis(trimethylsilyl)amide (1.2 mL of a 1M solution in THF, 1.2 mmol) dropwise. The resulting solution is stirred for 10 min at room temperature. A solution 2-{4-[2-(2-hydroxy-ethoxy)-ethyl]-piperazin-1-ylmethyl}-7H-furo[3,4-b]pyridin-5-one (77 mg, 0.24 mmol) in THF (1.5 mL) and added dropwise to the reaction mixture. The resulting solution is stirred for 4 h and is then treated with HCl (4M in dioxane, 5 mL) at 0° C. The reaction mixture is stirred at room temperature for 48 h. The reaction mixture is concentrated and the residue is treated with saturated aqueous NaHCO3. The aqueous solution is extracted with EtOAc (2×). The combined organic extracts are dried (MgSO4) and concentrated. The residue is purified by chromatography (silica gel, gradient elution 20:1 chloroform:MeOH to 10:1 chloroform:MeOH). The product containing fractions are concentrated and the residue is triturated from EtOAc-hexane and collected by filtration to give the title compound as a yellow solid (22 mg, 20%),

후처리

  1. stirringThe resulting solution is stirred for 4 h
  2. stirringThe reaction mixture is stirred at room temperature for 48 h
  3. concentrationThe reaction mixture is concentrated
  4. additionthe residue is treated with saturated aqueous NaHCO3
  5. extractionThe aqueous solution is extracted with EtOAc (2×)
  6. dry with materialThe combined organic extracts are dried (MgSO4)
  7. concentrationconcentrated
  8. customThe residue is purified by chromatography (silica gel, gradient elution 20:1 chloroform:MeOH to 10:1 chloroform:MeOH)
  9. additionThe product containing fractions
  10. concentrationare concentrated
  11. customthe residue is triturated from EtOAc-hexane
  12. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-18199fbf851947cf9ac8564f362d277b
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07977351B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트