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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Bis-(1H-imidazol-2-YL)-methanone → (+/-)-Methyl 2-(4-(8-fluoro-1,2-dihydro-2-oxoquinazolin-3(4H)-yl)piperidine-1-carboxamido)-3-(7-methyl-1H-indazol-5-yl)propanoate

HRID 2099799
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HRID 2099799 반응식
[CH3:1][O:2][C:3](=[O:17])[CH:4]([NH2:16])[CH2:5][C:6]1[CH:7]=[C:8]2[C:12](=[C:13]([CH3:15])[CH:14]=1)[NH:11][N:10]=[CH:9]2.[C:18](C1NC=CN=1)(C1NC=CN=1)=[O:19].[F:30][C:31]1[CH:32]=[CH:33][CH:34]=[C:35]2[C:40]=1[NH:39][C:38](=[O:41])[N:37]([CH:42]1[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]1)[CH2:36]2>O1CCCC1>[F:30][C:31]1[CH:32]=[CH:33][CH:34]=[C:35]2[C:40]=1[NH:39][C:38](=[O:41])[N:37]([CH:42]1[CH2:47][CH2:46][N:45]([C:18]([NH:16][CH:4]([CH2:5][C:6]3[CH:7]=[C:8]4[C:12](=[C:13]([CH3:15])[CH:14]=3)[NH:11][N:10]=[CH:9]4)[C:3]([O:2][CH3:1])=[O:17])=[O:19])[CH2:44][CH2:43]1)[CH2:36]2
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참가 물질

5

반응물 3

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 211022172(1h)-Quinazolinone,8-fluoro-3,4-dihydro-3-(4-piperidinyl)-HCID 58864334methyl 2-amino-3-(7-methyl-1H-indazol-5-yl)propanoate

생성물 1

HCID 11454987(+/-)-Methyl 2-(4-(8-fluoro-1,2-dihydro-2-oxoquinazolin-3(4H)-yl)piperidine-1-carboxamido)-3-(7-methyl-1H-indazol-5-yl)propanoate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

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온도
0 °C

실험 절차

A stirred solution of 2-amino-3-(7-methyl-1H-indazol-5-yl)-propionic acid methyl ester (0.36 g, 1.54 mmol) in tetrahydrofuran (15 mL) at 0° C. was treated with carbonyl diimidazole (0.20, 1.1 equiv). The reaction was stirred for min at 0° C., warmed to room temperature, stirred 10 min, and treated with 8-fluoro-3,4-dihydro-3-(piperidin-4-yl)quinazolin-2(1H)-one (0.38 g, 1.1 equiv). The mixture was stirred at room temperature overnight. The solvent was evaporated and the residue purified by column chromatography to give 0.41 g (53%) as a white powder. 1H-NMR (CDCl3, 500 MHz) δ 1.53-1.68 (m, 4H), 2.48 (s, 3H), 2.82 (m, 2H), 3.05 (m, 6H), 3.09 (dd, JAB=13.7, 6.1, 1H), 3.14 (dd, JAB=140.0, 6.1, 1H), 3.35 (bs, 1H), 3.68 (s, 3H), 3.88-4.02 (m, 2H), 4.22 (d, JAB=15.6, 1H), 4.25 (d, JAB=15.3, 1H), 4.44 (m, 1H), 4.71 (dd, J=6.1, 6.1, 1H), 6.78 (d, J=7.3, 1H), 6.84 (ddd, J=7.6, 7.6, 4.9, 1H), 6.88-6.95 (m, 2H), 7.28 (s, 1H), 7.91 (s, 1H). Mass spec.: 509.25 (MH)+.

후처리

  1. temperaturewarmed to room temperature
  2. stirringstirred 10 min
  3. stirringThe mixture was stirred at room temperature overnight
  4. customThe solvent was evaporated
  5. customthe residue purified by column chromatography
  6. customto give 0.41 g (53%) as a white powder

출처 및 근거

ORD 기록
ord-25721cb4d8a84748bad1607d0971073c
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07569578B2

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