Water → HCID 21891803、化合物

HRID 858081

反応式

HRID 858081 の反応式
Cl.[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][NH2:13])=[CH:7][CH:6]=1)([O-:4])=[O:3].[CH2:14]([N:18]1[C:23](Cl)=[CH:22][C:21](=[O:25])[N:20]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[F:33])[C:19]1=[O:34])[CH2:15][CH2:16][CH3:17].C(N(CC)CC)C.O>CN1CCCC1=O>[CH2:14]([N:18]1[C:23]([NH:13][CH2:12][CH2:11][C:8]2[CH:7]=[CH:6][C:5]([N+:2]([O-:4])=[O:3])=[CH:10][CH:9]=2)=[CH:22][C:21](=[O:25])[N:20]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[F:33])[C:19]1=[O:34])[CH2:15][CH2:16][CH3:17]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 458983Benzeneethanamine, 4-nitro-, hydrochloride (1:1)HCID 21891818HCID 21891818、化合物

生成物 1

HCID 21891803HCID 21891803、化合物収率 41.4%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
75 °C

実験手順

A mixture of 2-(4-nitro-phenyl)-ethylamine hydrochloride salt (Fluka) (7.85 g, 38.7 mmol), 1-butyl-6-chloro-3-(2-fluorobenzyl)-1H-pyrimidine-2,4-dione (8.0 g, 25.8 mmol) and triethylamine (10.7 mL, 77 mmol) in N-methyl-pyrrolidin-2-one (200 mL) was stirred at 75° C. for 16 hours. The reaction was then mixed with water and extracted with ethyl acetate (3×). The combined ethyl acetate layers were dried (magnesium sulfate) and concentrated. Column chromatography afforded 1-butyl-3-(2-fluorobenzyl)-6-[2-(4-nitro-phenyl)-ethylamino]-1H-pyrimidine-2,4-dione (4.7 g, 41%) as a solid. 1H NMR (CDCl3, 200 MHz) δH 0.84 (t, 3H), 1.11–1.50 (m, 4H), 3.10 (t, 2H), 3.48 (m, 2H), 3.70 (t, 2H), 4.36 (t, 1H), 4.94 (t, 1H), 5.20 (s, 2H), 6.95–7.10 (m, 2H), 7.17–7.30 (m, 2H), 7.39 (d, 2H), 8.20 (d, 2H).

後処理

  1. extractionextracted with ethyl acetate (3×)
  2. dry with materialThe combined ethyl acetate layers were dried (magnesium sulfate)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-079bf66084924f779f454b534324519e
出典データセット
uspto-grants-2006_12
特許番号
US07148229B2

関連ノート

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