Water → HCID 23400310, 화합물

HRID 397278노트

반응식

HRID 397278 반응식
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([OH:8])[C:3]=1[C:9]1[CH:17]=[CH:16][C:12]2[O:13][CH2:14][O:15][C:11]=2[CH:10]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:25][CH2:26][O:27][C:28](=[O:30])[CH3:29].O>CN(C)C=O>[C:28]([O:27][CH2:26][CH2:25][O:8][C:4]1[C:3]([C:9]2[CH:17]=[CH:16][C:12]3[O:13][CH2:14][O:15][C:11]=3[CH:10]=2)=[C:2]([NH2:1])[N:6]([CH3:7])[N:5]=1)(=[O:30])[CH3:29]

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 135641-Acetoxy-2-bromoethaneHCID 178481945HCID 178481945, 화합물

생성물 1

HCID 23400310HCID 23400310, 화합물수율 35.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5-amino-4-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrazol-3-ol (Preparation 16) (11.39 g) was dissolved in dimethylformamide (40 mm), caesium carbonate (15.9 g) was added followed by 2-bromoethylacetate (8.16 g). The mixture was stirred at room temperature for 16 hours. The mixture was treated with water (750 ml) and extracted with ethyl acetate (2×250 ml). The organic fractions were combined washed with water (3×350 ml), brine (250 ml), dried over magnesium sulfate, filtered and evaporated. The crude product was purified on. silica (300 g) eluting with ethyl acetate:hexane (3:1) to yield the title compound as a white solid (5.57 g).

후처리

  1. extractionextracted with ethyl acetate (2×250 ml)
  2. washThe organic fractions were combined washed with water (3×350 ml), brine (250 ml)
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude product was purified on
  7. washsilica (300 g) eluting with ethyl acetate:hexane (3:1)

출처 및 근거

ORD 기록
ord-9a18c8c753594ef6ac9d3248bad502fd
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610518B2

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