Pyridine → HCID 22641330、化合物

HRID 2415482ノート

反応式

HRID 2415482 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7]([CH3:14])[CH:6]=[C:5]2[Cl:15].[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.N1C=CC=CC=1.[Na+].[I-]>CCO>[ClH:15].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7]([CH3:14])[CH:6]=[C:5]2[N:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1

参加物

6

反応物 4

HCID 1049PyridineHCID 5238Sodium IodideHCID 31268PyrrolidineHCID 22641470HCID 22641470、化合物

生成物 1

HCID 22641330HCID 22641330、化合物収率 68.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A suspension of 1 g (3.5 mmol) of 6-bromo-4-chloro-7-methoxy-2-methyl-quinoline in 20 ml of EtOH was treated sequentially at RT and under stirring with 0.49 g (7 mmol) of pyrrolidine, 0.137 g (1.4 mmol) of pyridine and a catalytic amount of NaI. The mixture was then heated to reflux for 20 h, cooled to RT and concentrated in vacuo. The residue was applied to a silica gel column with CH2Cl2/MeOH (7:1) as eluent. Combinations of the purified fractions and concentration in vacuo gave 0.85 g (68.2%) of the 6-bromo-7-methoxy-2-methyl-4-pyrrolidin-1-yl-quinoline hydrochloride as light brown solid. ISP mass spectrum, m/e: 323.3 (M+1 calculated for C15H17BrN2O: 323).

後処理

  1. additionwas treated sequentially at RT
  2. temperatureThe mixture was then heated
  3. temperatureto reflux for 20 h
  4. concentrationconcentrated in vacuo
  5. concentrationCombinations of the purified fractions and concentration in vacuo

出典と根拠

ORDレコード
ord-392b3aeca1a844c5a1a359c33937df6d
出典データセット
uspto-grants-2004_11
特許番号
US06818767B2

反応ノート

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