O-Methyltyramine → N-(2-p-methoxyphenylethyl)-p-fluorophenylpropionamide

HRID 1071985

반응식

HRID 1071985 반응식
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][CH2:8][NH2:9])=[CH:5][CH:4]=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH3:23])[C:20](O)=[O:21])=[CH:15][CH:14]=1.Cl.CN(C)CCCN=C=NCC>ClCCl>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][CH2:8][NH:9][C:20](=[O:21])[CH:19]([C:16]2[CH:17]=[CH:18][C:13]([F:12])=[CH:14][CH:15]=2)[CH3:23])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 4657O-MethyltyramineHCID 27239152-(4-Fluorophenyl)propionic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 86595127N-(2-p-methoxyphenylethyl)-p-fluorophenylpropionamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred mixture of p-methoxyphenethyl amine (3.28 g, 21.7 mmol), p-fluorophenyl propionic acid (3.31 g, 19.7 mmol), and 150 ml anhydrous dichloromethane was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (4.16 g, 21.7 mmol). The mixture was stirred at ambient temperature for 40 hours and then washed with 1N sodium hydroxide, 1N hydrochloric acid, and saturated sodium chloride, dried, filtered and evaporated to a green solid (5.41 g, 91%). 1H NMR (CDCl3) δ 7.18 (m, 2H); 6.98 (m, 4 H); 6.81 (d, 2 H); 5.32 (br s, 1 H); 3.79 (s, 3 H); 3.44 (q, 2 H); 2.90 (t, 2 H); 2.68 (t, 2 H); 2.39 (t, 2 H).

후처리

  1. washwashed with 1N sodium hydroxide, 1N hydrochloric acid, and saturated sodium chloride
  2. customdried
  3. filtrationfiltered
  4. customevaporated to a green solid (5.41 g, 91%)

출처 및 근거

ORD 기록
ord-82a3d6481c9940d29cbe58b48fd548d2
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06908931B2

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