Potassium Carbonate → Ethyl 3-bromo-4-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylate

HRID 623778노트

반응식

HRID 623778 반응식
[Br:1]N1C(=O)CCC1=O.[CH3:9][C:10]1[CH:11]=[C:12]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[NH:13][C:14]=1[C:15]([F:18])([F:17])[F:16].C([O-])([O-])=O.[K+].[K+]>C(#N)C.CCOC(C)=O.O>[Br:1][C:11]1[C:10]([CH3:9])=[C:14]([C:15]([F:18])([F:16])[F:17])[NH:13][C:12]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20]

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 67184N-bromobutanimideHCID 71502098ethyl 4-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylate

생성물 1

HCID 86711863Ethyl 3-bromo-4-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylate

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

N-Bromosuccinimide (NBS) (17.7 g, 99.77 mmol) was portion wise added to an ice cooled solution of ethyl 4-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxylate (21 g, 95.02 mmol) and K2CO3 (13.7 g, 99.77 mmol) in acetonitrile. The reaction mixture was stirred for 2 h at RT. The reaction mixture was diluted with EtOAc and H2O. The aqueous layer was extracted with EtOAc (2×300 mL). Combined organic layer was dried over anhydrous Na2SO4, concentrated under reduced pressure to yield crude mass which was directly used to next step without further purification

후처리

  1. extractionThe aqueous layer was extracted with EtOAc (2×300 mL)
  2. dry with materialCombined organic layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. customto yield crude mass which
  5. customwas directly used to next step without further purification

출처 및 근거

ORD 기록
ord-21b61af4ef304239b641eb2178f1323f
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09302988B2

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