Triethylamine → Butyl-(6-chloro-2,5-dimethylpyrimidin-4-yl)-ethylamine

HRID 967941

반응식

HRID 967941 반응식
[CH3:1][C:2]1[N:7]=[C:6](Cl)[C:5]([CH3:9])=[C:4]([Cl:10])[N:3]=1.C(N(CC)CC)C.[CH2:18]([NH:22][CH2:23][CH3:24])[CH2:19][CH2:20][CH3:21]>C(#N)C.O.Cl>[CH2:18]([N:22]([C:6]1[C:5]([CH3:9])=[C:4]([Cl:10])[N:3]=[C:2]([CH3:1])[N:7]=1)[CH2:23][CH3:24])[CH2:19][CH2:20][CH3:21]

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 25914ButylethylamineHCID 2370134,6-Dichloro-2,5-dimethylpyrimidine

생성물 1

HCID 21912306Butyl-(6-chloro-2,5-dimethylpyrimidin-4-yl)-ethylamine수율 65%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

A mixture of 2,5-dimethyl-4,6-dichloro-pyrimidine (0.999 g, 5.64 mmol) in 5 ml of acetonitrile was treated with triethylamine (0.571 g, 5.65 mmol) and N-butyl-ethyl-amine (0.570 g. 5.65 mmol) and heated at reflux overnight. The mixture was cooled, diluted with water and dilute hydrogen chloride, and extracted with ethyl acetate. The organic layer was neutralized with saturated potassium carbonate, washed with brine, dried and concentrated to give 0.877 g (65%) of title compound as a yellow oil. 1H NMR (CDCl3) δ 0.90 (t, 3H), 1.15 (t, 3H), 1.22-1.36 (m, 2H), 1.5-1.6(m, 2H), 2.20 (s, 3H), 2.45 (s, 3H), 3.25-3.48 (m, 4H) ppm.

후처리

  1. temperatureheated
  2. temperatureat reflux overnight
  3. temperatureThe mixture was cooled
  4. extractionextracted with ethyl acetate
  5. washwashed with brine
  6. customdried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3f0ac3938b694f32a6923d3678ec1409
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06956047B1

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