Water → 2-Chloro-4-(4-methyl-6-nitropyridin-3-yloxy)pyridine

HRID 709959ノート

反応式

HRID 709959 の反応式
F[C:2]1[C:3]([CH3:11])=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.[Cl:12][C:13]1[CH:18]=[C:17]([OH:19])[CH:16]=[CH:15][N:14]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[Cl:12][C:13]1[CH:18]=[C:17]([O:19][C:2]2[C:3]([CH3:11])=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=2)[CH:16]=[CH:15][N:14]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 591847405-Fluoro-4-methyl-2-nitropyridineHCID 178516507HCID 178516507、化合物

生成物 1

HCID 866416892-Chloro-4-(4-methyl-6-nitropyridin-3-yloxy)pyridine収率 80%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
88 °C

実験手順

A mixture of 5-fluoro-4-methyl-2-nitropyridine (2 g, 12.81 mmol) and 2-chloro-4-hydroxypyridine (1.66 g, 12.81 mmol) in DMF (26 mL) was sparged with Ar, treated with K2CO3 (2.66 g, 19.22 mmol), heated at 88° C. for 24 h, then at 50° C. for 2 days. The mixture was treated with water and the resulting solid collected via filtration and dried to afford 5-((2-chloropyridin-4-yl)oxy)-4-methyl-2-nitropyridine (2.72 g, 80%). 1H NMR (400 MHz, DMSO-d6): δ 8.49 (s, 1H), 8.47 (s, 1H), 8.35 (d, J=5.7 Hz, 1H), 7.24 (d, J=2.3 Hz, 1H), 7.12 (dd, J=5.7, 2.3 Hz, 1H), 2.32 (s, 3H); MS (ESI) m/z: 266.0 (M+H+).

後処理

  1. customwas sparged with Ar
  2. filtrationthe resulting solid collected via filtration
  3. customdried

出典と根拠

ORDレコード
ord-122e4ead85cc40188f1712fc99f24266
出典データセット
uspto-grants-2015_11
特許番号
US09181223B2

反応ノート

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