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

Trifluoroacetic acid → HCID 136336750, 화합물

HRID 1256219
노트
인쇄 미리보기

반응식

HRID 1256219 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[C:18]2[CH:17]=[C:16]([CH:19]=[N:20][OH:21])[CH:15]=[CH:14][C:13]=2[C:12]2[N:22](COCC[Si](C)(C)C)[N:23]=[C:24]([NH:25][CH:26]3[CH2:31][CH2:30][N:29]([S:32]([CH3:35])(=[O:34])=[O:33])[CH2:28][CH2:27]3)[C:11]=2[N:10]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl.O.N>[F:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[C:3]=1[C:9]1[C:18]2[CH:17]=[C:16]([CH:19]=[N:20][OH:21])[CH:15]=[CH:14][C:13]=2[C:12]2[NH:22][N:23]=[C:24]([NH:25][CH:26]3[CH2:31][CH2:30][N:29]([S:32]([CH3:35])(=[O:33])=[O:34])[CH2:28][CH2:27]3)[C:11]=2[N:10]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 6422Trifluoroacetic acidHCID 136391029HCID 136391029, 화합물

생성물 1

HCID 136336750HCID 136336750, 화합물수율 44.1%

시약·촉매·용매 3

HCID 222Ammonia용매HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

A 50 ml round-bottomed flask equipped with a septum having a top-mounted argon intake is charged with 180 mg of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazolo[4,3-c]isoquinoline-7-carbaldehyde oxime in 15 ml of DCM. After cooling to 0° C. using an ice bath, 1.8 ml of TFA are added and the mixture is stirred at RT for 6 h. The mixture is concentrated under RP and the solid obtained is taken up in 50 ml of water and 2 ml of 0.75M aqueous ammonia solution. It is extracted with AcOEt, washed with saturated NaCl solution, dried over MgSO4, filtered and concentrated under RP. Chromatography on silica gel (20-45 μm), eluting with a mixture of DCM and methanol (92.5/7.5 by vol.), gives 63 mg of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carbaldehyde oxime (lemon yellow solid). MS (E/I): m/z=500 (M+); 1H NMR: 1.67 (m, 2H); 2.11 (m, 2H); 2.87 (s, 3H); 2.89 (m, 2H); 3.56 (m, 2H); 3.79 (m, 1H); 6.06 (d, J=7.8 Hz, 1H); 7.32 (broad t, J=7.6 Hz, 2H); 7.67 (m, 1H); 7.84 (broad s, 1H); 8.14 (broad d, J=8.5 Hz, 1H); 8.30 (s, 1H); 8.41 (d, J=8.5 Hz, 1H); 11.43 (s, 1H); 12.81 (s, 1H).

후처리

  1. customA 50 ml round-bottomed flask equipped with a septum
  2. concentrationThe mixture is concentrated under RP
  3. customthe solid obtained
  4. extractionIt is extracted with AcOEt
  5. washwashed with saturated NaCl solution
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under RP
  9. washChromatography on silica gel (20-45 μm), eluting with a mixture of DCM and methanol (92.5/7.5 by vol.)

출처 및 근거

ORD 기록
ord-51a3ba51f96e4f1186757ab8c0e0bc06
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08461175B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트