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Triethylamine → 3-(4-(4-(6-Cyano-3-pyridazinyl)piperazin-1-yl)-3-fluorophenyl)-5(R)-hydroxy methyloxazolidin-2-one

HRID 1167486
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HRID 1167486 반응식
Cl.[F:2][C:3]1[CH:4]=[C:5]([N:15]2[CH2:19][C@H:18]([CH2:20][OH:21])[O:17][C:16]2=[O:22])[CH:6]=[CH:7][C:8]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(N(CC)CC)C.Cl[C:31]1[N:32]=[N:33][C:34]([C:37]#[N:38])=[CH:35][CH:36]=1>C(#N)C>[C:37]([C:34]1[N:33]=[N:32][C:31]([N:12]2[CH2:11][CH2:10][N:9]([C:8]3[CH:7]=[CH:6][C:5]([N:15]4[CH2:19][C@H:18]([CH2:20][OH:21])[O:17][C:16]4=[O:22])=[CH:4][C:3]=3[F:2])[CH2:14][CH2:13]2)=[CH:36][CH:35]=1)#[N:38]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 133828716-Chloropyridazine-3-carbonitrileHCID 213565653-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochloride

생성물 1

HCID 213566023-(4-(4-(6-Cyano-3-pyridazinyl)piperazin-1-yl)-3-fluorophenyl)-5(R)-hydroxy methyloxazolidin-2-one수율 79.1%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

3-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochloride (6.63 g, 20 mmol) was suspended by stirring in acetonitrile (200 ml) under nitrogen, and triethylamine (4.44 g, 44 mmol) added. The mixture was stirred for 10 minutes 3-chloro-6-cyanopyridazine (2.79 g, 20 mmol) added, and the mixture heated under reflux for 18 hours. After cooling, solid was filtered, washed with water (3×150 ml) and diethyl ether (2×150 ml) to give the title product (6.3 g).

후처리

  1. additionadded
  2. temperaturethe mixture heated
  3. temperatureunder reflux for 18 hours
  4. temperatureAfter cooling
  5. filtrationsolid was filtered
  6. washwashed with water (3×150 ml) and diethyl ether (2×150 ml)

출처 및 근거

ORD 기록
ord-6c3aaccc63d046c18199c444e79d67df
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06617339B1

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