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Triethylamine → tert-butyl (4-(4-((1-methyl-3-(2-oxo-1,3-oxazolidin-3-yl)-1H-pyrazol-4-yl)carbamoyl)-1,3-oxazol-2-yl)pyridin-2-yl)(2,2,2-trifluoroethyl)carbamate

HRID 632805
ノート
印刷プレビュー

反応式

HRID 632805 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-])=O)[C:4]([N:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])=[N:3]1.[C:16]([O:20][C:21]([N:23]([CH2:49][C:50]([F:53])([F:52])[F:51])[C:24]1[CH:29]=[C:28]([C:30]2[O:31][CH:32]=[C:33]([C:35](OC3C(F)=C(F)C(F)=C(F)C=3F)=[O:36])[N:34]=2)[CH:27]=[CH:26][N:25]=1)=[O:22])([CH3:19])([CH3:18])[CH3:17].C(N(CC)CC)C>CO.[C].[Pd]>[CH3:1][N:2]1[CH:6]=[C:5]([NH:7][C:35]([C:33]2[N:34]=[C:30]([C:28]3[CH:27]=[CH:26][N:25]=[C:24]([N:23]([CH2:49][C:50]([F:52])([F:51])[F:53])[C:21](=[O:22])[O:20][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:29]=3)[O:31][CH:32]=2)=[O:36])[C:4]([N:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])=[N:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 1180610553-(1-Methyl-4-nitro-1h-pyrazol-3-yl)-2-oxazolidinoneHCID 118061096Pentafluorophenyl 2-(2-((tert-butoxycarbonyl) (2,2,2-trifluoroethyl)amino)pyridin-4-yl)-1,3-oxazole-4-carboxylate

生成物 1

HCID 131735461tert-butyl (4-(4-((1-methyl-3-(2-oxo-1,3-oxazolidin-3-yl)-1H-pyrazol-4-yl)carbamoyl)-1,3-oxazol-2-yl)pyridin-2-yl)(2,2,2-trifluoroethyl)carbamate収率 18.6%

試薬・触媒・溶媒

2
HCID 178418390HCID 178418390、化合物触媒HCID 887Methanol溶媒

実験手順

A solution of 3-(1-methyl-4-nitro-1H-pyrazol-3-yl)-1,3-oxazolidin-2-one (58 mg), pentafluorophenyl 2-(2-((tert-butoxycarbonyl) (2,2,2-trifluoroethyl)amino)pyridin-4-yl)-1,3-oxazole-4-carboxylate (197 mg), 10% palladium-carbon (29 mg) and triethylamine (76 μL) in methanol (1.4 mL) was stirred overnight at room temperature under hydrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (28 mg).

後処理

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-c0bb9377477540fd82fef65b756c8f74
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09321757B2

反応ノート

読み込み中…

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