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

HRID 623778ノート

反応式

HRID 623778 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-21b61af4ef304239b641eb2178f1323f
出典データセット
uspto-grants-2016_04
特許番号
US09302988B2

反応ノート

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