Triphenylphosphine → HCID 21881983、化合物

HRID 721978ノート

反応式

HRID 721978 の反応式
O[CH:2]1[O:6][CH2:5][N:4]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[C:3]1=[O:17].[CH3:18][C:19]([C:22]1[CH:26]=[CH:25][NH:24][N:23]=1)([CH3:21])[CH3:20].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[CH3:18][C:19]([C:22]1[CH:26]=[CH:25][N:24]([CH:2]2[O:6][CH2:5][N:4]([C:7]3[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=3)[C:3]2=[O:17])[N:23]=1)([CH3:21])[CH3:20]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 11118371HCID 11118371、化合物HCID 178441177HCID 178441177、化合物

生成物 1

HCID 21881983HCID 21881983、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 5-hydroxy-3-[3-(trifluoromethyl)phenyl]-4-oxazolidinone (1 g, 4.05 mmol) in tetrahydrofuran (20 mL) under nitrogen at ˜0° C., were added 3-(1,1-dimethylethyl)-1H-pyrazole (0.5 g, 4.05 mmol), triphenylphosphine (1.23 g, 4.7 mmol) and diisopropyl azodicarboxylate (0.88 mL, 4.46 mmol). After the addition, the reaction mixture was allowed to warm up slowly to room temperature and stirred at room temperature overnight. The reaction mixture was then concentrated, and the residue was purified by column chromatography (silica gel, ˜20% ethylacetate/80% hexanes) to give a crude product. The crude product was further purified by column chromatography (silica gel, ˜20% ethyl acetate/˜80% hexanes) to give the title compound, a compound of this invention, as a white solid (14 mg) melting at 95–98° C.

後処理

  1. additionAfter the addition
  2. concentrationThe reaction mixture was then concentrated
  3. customthe residue was purified by column chromatography (silica gel, ˜20% ethylacetate/80% hexanes)
  4. customto give a crude product
  5. customThe crude product was further purified by column chromatography (silica gel, ˜20% ethyl acetate/˜80% hexanes)

出典と根拠

ORDレコード
ord-f2f7e72324854a89a2bb1204f3ff4805
出典データセット
uspto-grants-2006_11
特許番号
US07138361B2

反応ノート

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