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

HRID 39226노트

반응식

HRID 39226 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e2d1cdd8e0cb493a929b383643dbff70
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524896B2

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