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

HRID 1531306노트

반응식

HRID 1531306 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9335f3caa7914b8d86d3d86a53dad3e1
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06197798B1

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