Ethyl Acetate → {5-[(6-Methyl-4'-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester

HRID 1531306ノート

反応式

HRID 1531306 の反応式
[C:1]([O:5][C:6](=[O:8])[NH2:7])([CH3:4])([CH3:3])[CH3:2].C([N:12]([CH:15]([CH3:17])[CH3:16])CC)(C)C.[CH3:18][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([C:35](Cl)=[O:36])[C:24]=1[C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=1.C(O[CH2:42][CH3:43])(=O)C>C(Cl)Cl>[C:1]([O:5][C:6](=[O:8])[NH:7][CH:43]1[CH2:42][C:3]2[C:1](=[CH:2][CH:17]=[C:15]([NH:12][C:35]([C:23]3[C:24]([C:25]4[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=4)=[C:19]([CH3:18])[CH:20]=[CH:21][CH:22]=3)=[O:36])[CH:16]=2)[CH2:4]1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 77922tert-Butyl carbamateHCID 81531DiisopropylethylamineHCID 110556396-Methyl-4'-trifluoromethylbiphenyl-2-carboxylic acid chloride

生成物 1

HCID 69700046{5-[(6-Methyl-4'-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 5-amino-indan-2-yl)-carbamic acid tert-butyl ester (12.5 mmol) in methylene chloride (75 mL) is added diisopropylethyl amine (3.3 g, 25 mmol) followed by a solution of 6-methyl-4′-trifluoromethylbiphenyl-2-carboxylic acid chloride in methylene chloride (See Example 14, 12.6 mmol). After stirring 16 h, the reaction mixture is poured into ethyl acetate and washed with 1N HCl, NaHCO3 solution, and brine. The organic layer is dried (MgSO4) and concentrated under reduced pressure to give a solid. Recrystallization from toluene gives {5-[(6-methyl-4′-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid terf-butyl ester.

後処理

  1. washwashed with 1N HCl, NaHCO3 solution, and brine
  2. dry with materialThe organic layer is dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customto give a solid
  5. customRecrystallization from toluene

出典と根拠

ORDレコード
ord-9335f3caa7914b8d86d3d86a53dad3e1
出典データセット
uspto-grants-2001_03
特許番号
US06197798B1

反応ノート

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