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

HCID 28972681, 화합물 → HCID 57737188, 화합물

HRID 1157537
노트
인쇄 미리보기

반응식

HRID 1157537 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:17]3[CH:18]=[C:19]([NH:23][C:24](=[O:31])[CH2:25][C:26]4[S:27][CH:28]=[CH:29][CH:30]=4)[CH:20]=[CH:21][CH:22]=3)=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1.[CH3:32][N:33]([CH3:46])[CH2:34][CH2:35][CH2:36][NH:37][C:38]1[CH:43]=[CH:42][C:41]([NH2:44])=[CH:40][C:39]=1[F:45]>CC(O)C.Cl>[CH3:46][N:33]([CH3:32])[CH2:34][CH2:35][CH2:36][NH:37][C:38]1[CH:43]=[CH:42][C:41]([NH:44][C:2]2[N:7]=[C:6]([C:8]3[C:9]([C:17]4[CH:18]=[C:19]([NH:23][C:24](=[O:31])[CH2:25][C:26]5[S:27][CH:28]=[CH:29][CH:30]=5)[CH:20]=[CH:21][CH:22]=4)=[N:10][N:11]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=34)[CH:5]=[CH:4][N:3]=2)=[CH:40][C:39]=1[F:45]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 28972681HCID 28972681, 화합물2회HCID 57737219HCID 57737219, 화합물

생성물 1

HCID 57737188HCID 57737188, 화합물수율 36.6%

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 3776Isopropanol용매

반응 조건

온도
120 °C

실험 절차

To a slurry of N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide (100 mg, 0.22 mmol.) in i-PrOH (4 mL) was added N1-[3-(dimethylamino)propyl]-2-fluoro-1,4-benzenediamine (75 mg, 0.30 mmol) and 2 drops of conc. HCl. The reaction was heated in a microwave to 120° C. for 20 min. and allowed to cool to rt. A second batch of N1-[3-(dimethylamino)propyl]-2-fluoro-1,4-benzenediamine (75 mg, 0.30 mmol) was added and the reaction microwaved to 120° C. for 1 h further. The reaction was concentrated and the crude purified by HPLC (Agilent, 50-90% gradient over 15 min.) to give the title compound (50 mg, 36% yield) as an oil which solidified to a dark green solid. 1H NMR (400 MHz, d6-DMSO) δ 10.33 (s, 1H), 9.27 (s, 1H), 8.79 (d, J=7.0 Hz, 1H), 8.42 (bd, J=6.8 Hz, 1H), 8.15-8.17 (m, 2H), 7.85 (s, 1H), 7.71 (d, J=8.4 Hz, 1H), 7.51 (d, J=14.3 Hz, 1H), 7.35-7.43 (m, 3H), 7.23 (d, J=7.5 Hz, 1H), 7.18 (d, J=8.6 Hz, 1H), 7.08 (t, J=7.8 Hz, 1H), 6.93-6.95 (m, 2H), 6.60 (t, J=9.4 Hz, 1H), 6.38 (d, J=5.3 Hz, 1H), 3.84 (s, 2H), 3.05 (t, J=7.0 Hz, 2H), 2.37 (t, J=7.0 Hz, 2H), 2.18 (s, 6H), 1.69 (quintet, J=7.0 Hz, 2H) ppm. ES-LC/MS m/z=621 [M+H]+.

후처리

  1. temperatureto cool to rt
  2. customthe reaction microwaved to 120° C. for 1 h further
  3. concentrationThe reaction was concentrated
  4. customthe crude purified by HPLC (Agilent, 50-90% gradient over 15 min.)

출처 및 근거

ORD 기록
ord-fb85c371b25d49fbb8dedaf2fa2dfea6
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07807673B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트