Trifluoroacetic acid → Methyl 3-bromo-6-(2,2-dimethylpropionylamino)-2-(2-pyrrolidin-2-yl-ethyl)benzoate

HRID 715969ノート

反応式

HRID 715969 の反応式
FC(F)(F)C(O)=O.[Br:8][C:9]1[C:14]([CH2:15][CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][N:18]2C(OC(C)(C)C)=O)=[C:13]([C:29]([O:31][CH3:32])=[O:30])[C:12]([NH:33][C:34](=[O:39])[C:35]([CH3:38])([CH3:37])[CH3:36])=[CH:11][CH:10]=1>C(Cl)Cl>[Br:8][C:9]1[C:14]([CH2:15][CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][NH:18]2)=[C:13]([C:12]([NH:33][C:34](=[O:39])[C:35]([CH3:37])([CH3:38])[CH3:36])=[CH:11][CH:10]=1)[C:29]([O:31][CH3:32])=[O:30]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 70982387Tert-butyl 2-{2-[6-bromo-3-(2,2-dimethylpropionylamino)-2-methoxycarbonylphenyl]-ethyl}-pyrrolidine-1-carboxylate2 回

生成物 1

HCID 70982675Methyl 3-bromo-6-(2,2-dimethylpropionylamino)-2-(2-pyrrolidin-2-yl-ethyl)benzoate収率 100.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (15 mL) was added to a solution of tert-butyl 2-{2-[6-bromo-3-(2,2-dimethylpropionylamino)-2-methoxycarbonylphenyl]-ethyl}-pyrrolidine-1-carboxylate (Intermediate 36, 2.54 g) in DCM (15 mL) and the mixture was left to stand at room temperature for 30 minutes. The resultant solution was concentrated in vacuo and the residue was partitioned between ethyl acetate and potassium carbonate solution. The organic layer was dried (Na2SO4) and filtered and the filtrate was concentrated in vacuo to give methyl 3-bromo-6-(2,2-dimethylpropionylamino)-2-(2-pyrrolidin-2-yl-ethyl)benzoate (2.05 g) as a white foam.

後処理

  1. waitthe mixture was left
  2. concentrationThe resultant solution was concentrated in vacuo
  3. customthe residue was partitioned between ethyl acetate and potassium carbonate solution
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-1e5ba14e7ac04c6eaead59af8e7f7eee
出典データセット
uspto-grants-2015_11
特許番号
US09187494B2

反応ノート

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