Trifluoroacetic acid → 5-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazole

HRID 71824ノート

反応式

HRID 71824 の反応式
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]1[NH:14][C:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]([Br:28])=[CH:20][CH:19]=2)=[CH:16][N:17]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Br:28][C:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:18]([C:15]2[NH:14][C:13]([CH:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[N:17][CH:16]=2)=[CH:19][CH:20]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 666204542-[5-(4-Bromo-naphthalen-1-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester

生成物 1

HCID 666201165-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazole収率 121.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-[5-(4-Bromo-naphthalen-1-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (1.00 g) was dissolved in DCM (12 mL), and trifluoroacetic acid (4 mL) was added. The reaction mixture was stirred at ambient temperature for 3 hours and evaporated under vacuum. Solid was dissolved in DCM (10 mL) and extracted with saturated NaHCO3 solution (30 mL). A solid was collected by vacuum filtration, washed with DCM, and dried under vacuum, giving 5-(4-bromo-naphthalen-1-yl)-2-pyrrolidin-2-yl-1H-imidazole (0.940 g, crude) as an off-white solid.

後処理

  1. customevaporated under vacuum
  2. dissolutionSolid was dissolved in DCM (10 mL)
  3. extractionextracted with saturated NaHCO3 solution (30 mL)
  4. filtrationA solid was collected by vacuum filtration
  5. washwashed with DCM
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-581ed8dd9f2b4033b393a6c7e00f7588
出典データセット
uspto-grants-2014_09
特許番号
US08822430B2

反応ノート

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