Acetic Acid → {2-[2-(3,4-Dimethoxy-phenyl)-2-methyl-propylamino]-4,5-dimethoxy-phenyl}-(4-isopropyl-phenyl)-methanone

HRID 641857

반응식

HRID 641857 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[C:12]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=1)=[O:13].[CH3:23][O:24][C:25]1[CH:26]=[C:27]([C:33]([CH3:37])([CH3:36])[CH:34]=O)[CH:28]=[CH:29][C:30]=1[O:31][CH3:32].C(O)(=O)C.CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.[BH3-]C#N.[Na+]>ClCCCl>[CH3:23][O:24][C:25]1[CH:26]=[C:27]([C:33]([CH3:37])([CH3:36])[CH2:34][NH:1][C:2]2[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=2[C:12]([C:14]2[CH:15]=[CH:16][C:17]([CH:20]([CH3:22])[CH3:21])=[CH:18][CH:19]=2)=[O:13])[CH:28]=[CH:29][C:30]=1[O:31][CH3:32]

참가 물질

7

반응물 5

HCID 176Acetic AcidHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 5003444Sodium cyanoborohydrideHCID 592591132-(3,4-Dimethoxyphenyl)-2-methylpropanalHCID 59259172(2-Amino-4,5-dimethoxy-phenyl)-(4-isopropyl-phenyl)-methanone

생성물 1

HCID 59259031{2-[2-(3,4-Dimethoxy-phenyl)-2-methyl-propylamino]-4,5-dimethoxy-phenyl}-(4-isopropyl-phenyl)-methanone

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

After one hour stirring a mixture of 143 mg (0.476 mmol) (2-amino-4,5-dimethoxy-phenyl)-(4-isopropyl-phenyl)-methanone, 98 mg (0.476 mmol) 2-(3,4-dimethoxy-phenyl)-2-methyl-propionaldehyde, 1.1 g molecular sieves 4 Å pore size, 5 ml 1,2-dichloroethane and 31 μl (0.476 mmol) acetic acid 41 mg (0.666 mmol) NaCNBH3 are added. Over the duration of 4 days three additional portions of 31 μl acetic (0.476 mmol) and 41 mg NaCNBH3 (0.666 mmol) are added. Excess hydride is destroyed by addition of 1 M hydrochloric acid and the reaction mixture is basified by means of 1 M sodium hydroxide. {2-[2-(3,4-Dimethoxy-phenyl)-2-methyl-propylamino]-4,5-dimethoxy-phenyl}-(4-isopropyl-phenyl)-methanone is isolated by filtration followed by extraction with dichloromethane and reversed phase preparative HPLC.

후처리

  1. additionare added
  2. customExcess hydride is destroyed by addition of 1 M hydrochloric acid

출처 및 근거

ORD 기록
ord-b84ee387a02c44e3bb0eb7b215b72656
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696216B2

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