Chloroacetamide → 2-[[2-[3-(3-Fluoro-benzyloxy)-phenyl]-ethyl]-(furan-2-ylmethyl)amino]-acetamide

HRID 2264664노트

반응식

HRID 2264664 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH2:13][CH2:14][NH:15][CH2:16][C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)[CH:10]=[CH:11][CH:12]=1.Cl[CH2:26][C:27]([NH2:29])=[O:28].C(N(CC)CC)C>CN(C)C=O>[F:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH2:13][CH2:14][N:15]([CH2:16][C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)[CH2:26][C:27]([NH2:29])=[O:28])[CH:10]=[CH:11][CH:12]=1

참가 물질

5

반응물 3

HCID 6580ChloroacetamideHCID 8471TriethylamineHCID 59596837HCID 59596837, 화합물

생성물 1

HCID 250166842-[[2-[3-(3-Fluoro-benzyloxy)-phenyl]-ethyl]-(furan-2-ylmethyl)amino]-acetamide수율 99.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 1.8 g (5.53 mmol) of [2-[3-(3-fluoro-benzyloxy)-phenyl]-ethyl]-(furan-2-ylmethyl)amine, 0.57 g (6.08 mmol) of 2-chloro-acetamide and 0.92 ml (6.62 mmol) of triethylamine in 5 ml of dry dimethylformamide was heated at 120° C. for 2 hours with microwaves. Solvent was removed under vacuum, water was added and the product was extracted with ethyl acetate. The crude reaction mixture was purified by flash chromatography (dichloromethane/methanol 95:5 v:v). 2.1 g (99% yield) of a yellow oil were isolated.

후처리

  1. customSolvent was removed under vacuum, water
  2. additionwas added
  3. extractionthe product was extracted with ethyl acetate
  4. customThe crude reaction mixture
  5. customwas purified by flash chromatography (dichloromethane/methanol 95:5 v:v)

출처 및 근거

ORD 기록
ord-3ea0c23cf5884cae9364a06ab7677a0a
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855227B2

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