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

Acetic Acid → 4-(8-(4-((Dimethylamino)methyl)phenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamide

HRID 907942
노트
인쇄 미리보기

반응식

HRID 907942 반응식
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[NH:21][C:19]3[C:20]4[C:11](=[N:12][NH:13][C:14](=[O:22])[C:15]=4[CH:16]=[CH:17][CH:18]=3)[CH:10]2[C:23]2[CH:33]=[CH:32][C:26]([C:27]([N:29]([CH3:31])[CH3:30])=[O:28])=[CH:25][CH:24]=2)=[CH:5][CH:4]=1)=O.C(O)(=O)C.[CH3:38][NH:39][CH3:40].[BH4-].[Na+]>C(Cl)Cl>[CH3:38][N:39]([CH2:1][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[NH:21][C:19]3[C:20]4[C:11](=[N:12][NH:13][C:14](=[O:22])[C:15]=4[CH:16]=[CH:17][CH:18]=3)[CH:10]2[C:23]2[CH:24]=[CH:25][C:26]([C:27]([N:29]([CH3:30])[CH3:31])=[O:28])=[CH:32][CH:33]=2)=[CH:7][CH:8]=1)[CH3:40]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 674DimethylamineHCID 4311764Sodium borohydrideHCID 1363447484-(8-(4-Formylphenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamide

생성물 1

HCID 1363746814-(8-(4-((Dimethylamino)methyl)phenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamide수율 10%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 4-(8-(4-formylphenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-9-yl)-N,N-dimethylbenzamide (140 mg, 0.32 mmol) in dried DCM (20 mL) was added acetic acid followed by dimethylamine (57 mg, 1.3 mmol). After the addition, the mixture was stirred at room temperature overnight. Then the mixture was cooled to 0° C. Sodium borohydride (102 mg, 0.48 mmol) was added. After the addition, the mixture was stirred at this temperature for 12 hr. DCM was removed under reduced pressure. The residue was washed with ethyl acetate/methanol (10/1) and filtered. The filtrate was concentrated to give the crude product, which was purified by prep-HPLC to give the title compound as a white solid (15 mg, yield 10%). 1H-NMR (400 MHz, CD3OD) δ (ppm): 2.19 (dd, 6H), 2.93 (s, 3H), 3.06 (s, 3H), 3.40 (dd, 2H), 4.34 (d, 1H), 4.16-7.19 (m, 5H), 7.23-7.26 (m, 4H), 7.54 (d, 1H), 7.61 (t, 1H). LC-MS (ESI) m/z: 468(M+1)+.

후처리

  1. additionAfter the addition
  2. temperatureThen the mixture was cooled to 0° C
  3. additionAfter the addition
  4. stirringthe mixture was stirred at this temperature for 12 hr
  5. customDCM was removed under reduced pressure
  6. washThe residue was washed with ethyl acetate/methanol (10/1)
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated
  9. customto give the crude product, which
  10. customwas purified by prep-HPLC

출처 및 근거

ORD 기록
ord-ea2c71159210488582ac7cdd0fb0b656
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08012976B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트