Isobutyl iodide → 3-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid Methyl Ester

HRID 1866203노트

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HRID 1866203 반응식
[CH3:1][O:2][C:3](=[O:31])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([CH3:19])=[CH:14][C:13]=2[NH:20][S:21]([C:24]2[O:25][C:26]([CH3:29])=[CH:27][CH:28]=2)(=[O:23])=[O:22])=[C:6]([CH3:30])[CH:5]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:38](I)[CH:39]([CH3:41])[CH3:40].C(OCC)(=O)C.O>CN(C)C(=O)C>[CH3:1][O:2][C:3](=[O:31])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][O:11][C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([CH3:19])=[CH:14][C:13]=2[N:20]([CH2:38][CH:39]([CH3:41])[CH3:40])[S:21]([C:24]2[O:25][C:26]([CH3:29])=[CH:27][CH:28]=2)(=[O:23])=[O:22])=[C:6]([CH3:30])[CH:5]=1

참가 물질

6

반응물 4

HCID 10556Isobutyl iodideHCID 10796Cesium carbonateHCID 22728543Water ethylacetateHCID 588919093-methyl-4-[2-[N-(5-methyl-2-furylsulfonyl)amino]4,5-dimethylphenoxymethyl]benzoic acid methyl ester

생성물 1

HCID 588918933-methyl-4-[2-[N-isobutyl-N-(5-methyl-2-furylsulfonyl)amino]-4,5-dimethylphenoxymethyl]benzoic Acid Methyl Ester

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

반응 조건

온도
100 °C

실험 절차

To a solution of 3-methyl-4-[2-[N-(5-methyl-2-furylsulfonyl)amino]4,5-dimethylphenoxymethyl]benzoic acid methyl ester prepared in Reference Example 3 (870 mg) in N,N-dimethylacetamide (2 ml), cesium carbonate (1.37 g) and isobutyl iodide (0.36 ml) were added and the mixture was stirred for 1 hour at 100° C. The reaction mixture was allowed to cool and poured into ethyl acetate-water (40 ml-40 ml). The organic layer was washed, dried and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (toluene-ethyl acetate) to give the title compound (855 mg) having the following physical data.

후처리

  1. additionwere added
  2. temperatureto cool
  3. washThe organic layer was washed
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (toluene-ethyl acetate)

출처 및 근거

ORD 기록
ord-cb26ba6a38da4379a976e1ea6f8e80e3
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07629369B2

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