Bromine → 4-bromo-3-tert-butyl-1-(2-methoxy-6-methylphenyl)-1H-pyrazol-5-amine

HRID 2109929노트

반응식

HRID 2109929 반응식
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([C:11]2[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=2[O:18][CH3:19])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[Br:20]Br>C(O)(=O)C.O>[Br:20][C:9]1[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[N:6][N:7]([C:11]2[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=2[O:18][CH3:19])[C:8]=1[NH2:10]

참가 물질

5

반응물 2

HCID 24408BromineHCID 576357753-Tert-butyl-1-(2-methoxy-6-methylphenyl)-1h-pyrazol-5-amine2회

생성물 1

HCID 576358774-bromo-3-tert-butyl-1-(2-methoxy-6-methylphenyl)-1H-pyrazol-5-amine수율 108.2%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

To a solution of 3-tert-butyl-1-(2-methoxy-6-methylphenyl)-1H-pyrazol-5-amine (2.00 g, 7.71 mmol) (Intermediate C) in acetic acid (15 mL) was added bromine (1170 mg, 0.38 mL, 7.33 mmol) dropwise. The reaction mixture was stirred for 5 min at rt, and then diluted with water (100 mL), causing a solid to precipitate. The solid was collected by filtration, then dissolved in EtOAc. The organic phase was then washed with saturated NaHCO3 and brine, dried (Na2SO4), filtered, and concentrated under reduced pressure to afford product (2683 mg, 102%) containing minor impurities. ES-MS m/z 338.2 (MH+); HPLC RT (min) 3.06.

후처리

  1. customto precipitate
  2. filtrationThe solid was collected by filtration
  3. dissolutiondissolved in EtOAc
  4. washThe organic phase was then washed with saturated NaHCO3 and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-75ff4f5f7ddb44b0aaab6d0fc53400d0
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517878B2

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