Triethylamine → 2-Fluoro-6-(3-oxo-pyrrolidine-1-sulfonyl)-benzonitrile

HRID 39226ノート

反応式

HRID 39226 の反応式
[C:1]([C:3]1[C:8]([F:9])=[CH:7][CH:6]=[CH:5][C:4]=1[S:10](Cl)(=[O:12])=[O:11])#[N:2].Cl.[O:15]=[C:16]1[CH2:20][CH2:19][NH:18][CH2:17]1.C(N(CC)CC)C>O1CCCC1>[F:9][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]([S:10]([N:18]2[CH2:19][CH2:20][C:16](=[O:15])[CH2:17]2)(=[O:12])=[O:11])[C:3]=1[C:1]#[N:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 19106857Pyrrolidin-3-one hydrochlorideHCID 205052122-Cyano-3-fluorobenzene-1-sulfonyl chloride

生成物 1

HCID 442186612-Fluoro-6-(3-oxo-pyrrolidine-1-sulfonyl)-benzonitrile収率 15.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

110 mg of 2-cyano-3-fluoro-benzenesulfonyl chloride in 5 ml of tetrahydrofuran are treated with 61 mg of 3-oxo-pyrrolidine hydrochloride and with 0.14 ml of triethylamine, and the mixture is stirred for 16 hours at room temperature. The reaction mixture is concentrated in vacuo, the residue is solved in ethyl acetate and washed with a 1M HCl solution. Purification by Flash chromatography (eluent: cyclohexane/ethyl acetate 1:1) affords 21 mg of 2-fluoro-6-(3-oxo-pyrrolidine-1-sulfonyl)-benzonitrile.

後処理

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. washwashed with a 1M HCl solution
  3. customPurification by Flash chromatography (eluent: cyclohexane/ethyl acetate 1:1)

出典と根拠

ORDレコード
ord-e2d1cdd8e0cb493a929b383643dbff70
出典データセット
uspto-grants-2013_09
特許番号
US08524896B2

反応ノート

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