Dimethylformamide → 4-[(5S)-5-[(ethanethioylamino)methyl]-2-oxo-oxazolidin-3-yl]-2-fluoro-benzamide

HRID 351873ノート

反応式

HRID 351873 の反応式
[NH2:1][CH2:2][C@@H:3]1[O:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([NH2:17])=[O:16])=[C:11]([F:18])[CH:10]=2)[CH2:4]1.C(N(CC)CC)C.[C:26](SCC)(=[S:28])[CH3:27].CN(C=O)C>C(#N)C>[C:26]([NH:1][CH2:2][C@@H:3]1[O:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([NH2:17])=[O:16])=[C:11]([F:18])[CH:10]=2)[CH2:4]1)(=[S:28])[CH3:27]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 70093Ethyl dithioacetateHCID 229661984-(5(S)-aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-benzamide

生成物 1

HCID 30064334-[(5S)-5-[(ethanethioylamino)methyl]-2-oxo-oxazolidin-3-yl]-2-fluoro-benzamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 5-(S)-aminomethyl-3-[4′-aminocarbonyl-3′-fluorophenyl]oxazolidine-2-one (1.75 g, 6.9 mmol), triethylamine (2.0 ml, 13.8 mmol) and ethyl dithioacetate (0.87 ml, 7.6 mmol) and DMF (5 ml) in acetonitrile (5 ml) was stirred at r.t. for 48 h. Solvent was removed under vacuum, and the crude material purified by silica gel chromatography (eluent: 10% methanol in ethyl acetate). White crystalline solid (1.3 g, 61%). HPLC Rt=4.5 min. MS (m/z): [M+H]+=312.

後処理

  1. customSolvent was removed under vacuum
  2. customthe crude material purified by silica gel chromatography (eluent: 10% methanol in ethyl acetate)

出典と根拠

ORDレコード
ord-316b602e5ef6489ab036878ce210de8d
出典データセット
uspto-grants-2004_06
特許番号
US06743811B2

反応ノート

読み込み中…