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Triethylamine → {2-[4-[1,3]Dioxolan-2-ylmethyl-5-(4-fluoro-phenyl)-1-isopropyl-1H-pyrazol-3-yl]-ethyl}-carbamic acid benzyl ester

HRID 606622
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인쇄 미리보기

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HRID 606622 반응식
Cl.[CH:2]([NH:5][NH2:6])([CH3:4])[CH3:3].[CH2:7]([O:14][C:15](=[O:21])[NH:16][CH2:17][CH2:18][CH:19]=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CCN(CC)CC.[F:29][C:30]1[CH:35]=[CH:34][C:33]([CH:36]=[C:37]([N+]([O-])=O)[CH2:38][CH:39]2[O:43][CH2:42][CH2:41][O:40]2)=[CH:32][CH:31]=1>CN(C=O)C>[CH2:7]([O:14][C:15](=[O:21])[NH:16][CH2:17][CH2:18][C:19]1[C:37]([CH2:38][CH:39]2[O:43][CH2:42][CH2:41][O:40]2)=[C:36]([C:33]2[CH:34]=[CH:35][C:30]([F:29])=[CH:31][CH:32]=2)[N:5]([CH:2]([CH3:4])[CH3:3])[N:6]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 855731-Isopropylhydrazine hydrochlorideHCID 10398106Benzyl (3-Oxopropyl)carbamateHCID 67047481HCID 67047481, 화합물

생성물 1

HCID 54754013{2-[4-[1,3]Dioxolan-2-ylmethyl-5-(4-fluoro-phenyl)-1-isopropyl-1H-pyrazol-3-yl]-ethyl}-carbamic acid benzyl ester

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
60 °C

실험 절차

A solution of isopropylhydrazine hydrochloride (0.53 g, 4.8 mmol), (3-oxo-propyl)-carbamic acid benzyl ester (1.0 g, 4.8 mmol), and Et3N (1.94 g, 192 mmol) in DMF (20 mL) was stirred at rt for 18 h. The solution was treated with 2-[3-(4-fluoro-phenyl)-2-nitro-allyl]-[1,3]dioxolane (1.02 g, 3.95 mmol) and stirred at 60° C. for 18 h. The mixture was cooled to rt and concentrated. The residue was partitioned between EtOAc and water. The organic layer was separated, dried (MgSO4), and concentrated. Purification by FCC gave the title compound.

후처리

  1. temperatureThe mixture was cooled to rt
  2. concentrationconcentrated
  3. customThe residue was partitioned between EtOAc and water
  4. customThe organic layer was separated
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customPurification by FCC

출처 및 근거

ORD 기록
ord-67197cbec2534041a55d61f63671b2b5
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915404B2

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