4,6-Dichloro-2-methyl-5-nitropyrimidine → (6-Chloro-2-methyl-5-nitro-pyrimidin-4-yl)(2,4,6-trimethyl-pyridin-3-yl)amine

HRID 968035

反応式

HRID 968035 の反応式
[CH3:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([Cl:12])[N:3]=1.[CH3:13][C:14]1[C:19]([NH2:20])=[C:18]([CH3:21])[CH:17]=[C:16]([CH3:22])[N:15]=1>C(#N)C>[Cl:12][C:4]1[N:3]=[C:2]([CH3:1])[N:7]=[C:6]([NH:20][C:19]2[C:14]([CH3:13])=[N:15][C:16]([CH3:22])=[CH:17][C:18]=2[CH3:21])[C:5]=1[N+:9]([O-:11])=[O:10]

参加物

4

反応物 2

HCID 831924,6-Dichloro-2-methyl-5-nitropyrimidineHCID 988462,4,6-Trimethyl-3-pyridinamine

生成物 1

HCID 10757155(6-Chloro-2-methyl-5-nitro-pyrimidin-4-yl)(2,4,6-trimethyl-pyridin-3-yl)amine収率 36%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 2-methyl-5-nitro-4,6-dichloro-pyrimidine (208 mg, 1.00 mmol) in 2.5 ml of acetonitrile was treated with 2,4,6-trimethyl-3-amino-pyridine (273 mg, 2 mmol) stirred at room temperature 2 hours. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated to give red residue. The residue was purified through silica gel column chromatography using chloroform to 6% methanol in chloroform as eluent to give the title compound (110 mg, 36%) as an orange oil. 1H NMR (CDCl3) δ 8.78 (brs, 1H), 6.97 (s, 1H), 2.54 (s, 3H), 2.43 (s, 3H), 2.40 (s, 3H), 2.17 (s, 3H) ppm.

後処理

  1. customThe mixture was quenched with water
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customto give red residue
  7. customThe residue was purified through silica gel column chromatography

出典と根拠

ORDレコード
ord-0e9fba5a5f63499687f42bc9ebd40717
出典データセット
uspto-grants-2005_10
特許番号
US06956047B1

関連ノート

読み込み中…