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

HRID 967941

反応式

HRID 967941 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-3f0ac3938b694f32a6923d3678ec1409
出典データセット
uspto-grants-2005_10
特許番号
US06956047B1

関連ノート

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