Triethylamine → 3-(2,5-difluoro-phenyl)-N-methoxy-N-methyl-acrylamide

HRID 857016노트

반응식

HRID 857016 반응식
[F:1][C:2]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:3]=1[CH:4]=[CH:5][C:6](O)=[O:7].CCN=C=NCCC[N:22]([CH3:24])C.Cl.C(N(CC)CC)C.N[O:34][CH3:35].Cl>CN(C1C=CN=CC=1)C.C(Cl)Cl>[F:1][C:2]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([N:22]([O:34][CH3:35])[CH3:24])=[O:7]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 5179803-(2,5-Difluoro-phenyl)-acrylic acidHCID 521874O-Methylhydroxylamine hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 738515783-(2,5-difluoro-phenyl)-N-methoxy-N-methyl-acrylamide수율 97.3%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of 2,5-difluorocinnamic acid (18.4 g), EDAC.HCl (23 g), DMAP (12.2 g), triethylamine (28 mL), and NH2OMe.HCl (12 g) in CH2Cl2 (300 mL) was stirred at room temperature for 16 h. The reaction was quenched with water, and the organic layer was washed with brine, dried over MgSO4 and filtered. The filtrated was evaporated in vacuo, and the crude product was purified by silica gel flash chromatography eluting with 33% hexanes in ethyl acetate gave the title compound (22.1 g) as a solid.

후처리

  1. customThe reaction was quenched with water
  2. washthe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe filtrated was evaporated in vacuo
  6. customthe crude product was purified by silica gel flash chromatography
  7. washeluting with 33% hexanes in ethyl acetate

출처 및 근거

ORD 기록
ord-cf148fde9f764380ad171f6e31aa055e
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07144881B2

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