N,N-Diethyl-1,3-propanediamine → 1-(4-Chloropyridin-2-yl)-3-(3-diethylaminopropyl)urea

HRID 2376905노트

반응식

HRID 2376905 반응식
C1(OC(=O)[N:9]([C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][N:20]=2)[C:10]([O:12]C2C=CC=CC=2)=O)C=CC=CC=1.[CH2:27]([N:29]([CH2:34][CH3:35])[CH2:30][CH2:31][CH2:32][NH2:33])[CH3:28]>CN(C)C=O>[Cl:25][C:23]1[CH:22]=[CH:21][N:20]=[C:19]([NH:9][C:10]([NH:33][CH2:32][CH2:31][CH2:30][N:29]([CH2:34][CH3:35])[CH2:27][CH3:28])=[O:12])[CH:24]=1

참가 물질

4

반응물 2

HCID 61011N,N-Diethyl-1,3-propanediamineHCID 21054897Phenyl (4-chloropyridin-2-yl)-N-(phenoxycarbonyl)carbamate

생성물 1

HCID 219490931-(4-Chloropyridin-2-yl)-3-(3-diethylaminopropyl)urea수율 54.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Phenyl(4-chloropyridin-2-yl)-N-(phenoxycarbonyl)carbamate (738 mg, 2.00 mmol) was dissolved in N,N-dimethylformamide (8.0 ml); N,N-diethyl-1,3-diaminopropane (1.57 ml, 10.0 mmol) was added thereto; and the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was partitioned between water and ethyl acetate; and the organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Fuji Silysia NH, hexane-ethyl acetate-methanol system) to yield the title compound (309 mg, 1.09 mmol, 54.3%) as a pale brown oil.

후처리

  1. customThe reaction mixture was partitioned between water and ethyl acetate
  2. washand the organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (Fuji Silysia NH, hexane-ethyl acetate-methanol system)

출처 및 근거

ORD 기록
ord-738fd3eed3174f5e92b41a788f5824cb
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468380B2

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