Water → HCID 12148502, 화합물

HRID 2216290노트

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HRID 2216290 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10]([CH3:18])([CH3:17])[CH2:11][C:12](=[O:16])[C:13]([OH:15])=O)[C:4]=2[O:3][CH2:2]1.S(Cl)(Cl)=O.[NH2:23][C:24]1[CH:25]=[CH:26][C:27]2[C:32](=[O:33])[O:31][N:30]=[C:29]([CH2:34]C)[C:28]=2[CH:36]=1.O>CC(N(C)C)=O>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10]([CH3:18])([CH3:17])[CH2:11][C:12](=[O:16])[C:13]([NH:23][C:24]3[CH:25]=[CH:26][C:27]4[C:32](=[O:33])[O:31][N:30]=[C:29]([CH3:34])[C:28]=4[CH:36]=3)=[O:15])[C:4]=2[O:3][CH2:2]1

참가 물질

6

반응물 4

HCID 962WaterHCID 24386Thionyl ChlorideHCID 21941648HCID 21941648, 화합물HCID 21941653HCID 21941653, 화합물

생성물 1

HCID 12148502HCID 12148502, 화합물수율 40.2%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

10 g of 4-(benzo[1,3]dioxol-4-yl)-4-methyl-2-oxo-pentanoic acid is dissolved in 125 ml of dimethylacetamide and mixed with 3.5 ml of thionyl chloride under argon at −0° C. After 20 minutes of stirring at −3 to +3° C., 7.6 g of 6-amino-4-ethyl-2,3-benzoxazin-1-one (WO00/32584) is added. It is stirred for 96 hours at room temperature, then mixed with water, extracted with ethyl acetate, the organic phase is washed with water, dried (Na2SO4), and after the solvent is concentrated by evaporation and after chromatography of the crude product on silica gel with hexane/ethyl acetate (100:0→60:40), 6.56 g of 6-[4-(benzo[1,3]dioxol-4-yl)-4-methyl-2-oxo-valeroyl-amino]-4-methyl-2,3-benzoxazin-1-one is obtained as a beige solid.

후처리

  1. stirringIt is stirred for 96 hours at room temperature
  2. extractionextracted with ethyl acetate
  3. washthe organic phase is washed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationafter the solvent is concentrated by evaporation

출처 및 근거

ORD 기록
ord-9a6f0036930c49c79c0dc72d8577c5e4
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07112584B2

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