2-Amino-2-methyl-1-propanol → 2,4-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)benzamide

HRID 586791노트

반응식

HRID 586791 반응식
CCN=C=NCCCN(C)C.Cl.[F:13][C:14]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:15]=1[C:16]([OH:18])=O.[NH2:24][C:25]([CH3:29])([CH3:28])[CH2:26][OH:27].C1C=CC2N(O)N=NC=2C=1>C(Cl)Cl>[OH:27][CH2:26][C:25]([NH:24][C:16](=[O:18])[C:15]1[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:14]=1[F:13])([CH3:29])[CH3:28]

참가 물질

6

반응물 4

HCID 118072-Amino-2-methyl-1-propanolHCID 741022,4-Difluorobenzoic acidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 98374972,4-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)benzamide수율 68%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

WSC HCl (7.68 g, 40 mmol) was added to a mixture of 2,4-difluorobenzoic acid (6.32 g, 40 mmol), 2-amino-2-methyl-1-propanol (3.56 g, 40 mmol) and HOBt (5.40 g, 40 mmol) in methylene chloride (150 ml), and stirred at room temperature for 3 hours. The reaction mixture was concentrated, dilutedwith ethyl acetate andwashed with saturated aqueous NaHCO3, 1N hydrochloric acid, saturated aqueous NaHCO3 and brine, successively, dried over MgSO4 and concentrated under a reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=3/1) to give the title compound (6.20 g; 68%).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. dry with materialsuccessively, dried over MgSO4
  3. concentrationconcentrated under a reduced pressure
  4. customThe residue was purified by silica gel chromatography (hexane/ethyl acetate=3/1)

출처 및 근거

ORD 기록
ord-f720f8fba7c14ef2af6d1eadd23cef7a
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936736B2

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