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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
ノート
印刷プレビュー

反応式

HRID 606622 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 855731-Isopropylhydrazine hydrochlorideHCID 10398106Benzyl (3-Oxopropyl)carbamateHCID 67047481HCID 67047481、化合物

生成物 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

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-67197cbec2534041a55d61f63671b2b5
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07915404B2

反応ノート

読み込み中…

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