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

Diisopropylethylamine → 5-Bromo-N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N4-(5-isopropoxy-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

HRID 415396
노트
인쇄 미리보기

반응식

HRID 415396 반응식
[Br:1][C:2]1[C:3]([NH:9][C:10]2[CH:14]=[C:13]([O:15][CH:16]([CH3:18])[CH3:17])[NH:12][N:11]=2)=[N:4][C:5](Cl)=[N:6][CH:7]=1.Cl.[F:20][C:21]1[CH:22]=[N:23][C:24]([C@@H:27]([NH2:29])[CH3:28])=[N:25][CH:26]=1.CCN(C(C)C)C(C)C>CCCCO>[Br:1][C:2]1[C:3]([NH:9][C:10]2[CH:14]=[C:13]([O:15][CH:16]([CH3:18])[CH3:17])[NH:12][N:11]=2)=[N:4][C:5]([NH:29][C@H:27]([C:24]2[N:25]=[CH:26][C:21]([F:20])=[CH:22][N:23]=2)[CH3:28])=[N:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 66624037(S)-1-(5-Fluoropyrimidin-2-yl)ethanamine hydrochlorideHCID 1784586132-chloro-5-bromo-N-(5-isopropoxy-1H-pyrazol-3-yl)pyrimidin-4-amine

생성물 1

HCID 1784586625-Bromo-N2-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N4-(5-isopropoxy-1H-pyrazol-3-yl)pyrimidine-2,4-diamine수율 60%

시약·촉매·용매 1

HCID 263
1-Butanol
용매

반응 조건

온도
165 °C

실험 절차

A mixture of 5-bromo-2-chloro-N-(5-isopropoxy-1H-pyrazol-3-yl)pyrimidin-4-amine (Method 13, 150 mg, 0.45 mmol), (S)-1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride (Method 7, 88 mg, 0.5 mmol) and DIPEA (0.12 ml) in n-BuOH (2 ml) was charged into a microwave reaction vessel. The vessel was sealed and heated in microwave reactor at 165° C. for 4 hours. The solvent was removed under reduced pressure and the residue was purified by flash chromatography on silica gel (20-60% EtOAc in hexanes) to give the titled compound as solid (118 mg, 60%). NMR: 11.98 (s, 1H), 9.36 (s, 1H), 8.82 (s, 2H), 8.10 (s, 1H), 7.96 (s, 1H), 5.56 (s, 1H), 5.13 (s, 1H), 4.66 (m, 1H), 1.48 (m, 3H), 1.26 (m, 6H); m/z 437.

후처리

  1. additionwas charged into a microwave reaction vessel
  2. customThe vessel was sealed
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by flash chromatography on silica gel (20-60% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-233cc4becb25400cbd1688d78ed5ca16
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08088784B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트