Pyrrolidine → HCID 23022384、化合物

HRID 351346ノート

反応式

HRID 351346 の反応式
[NH2:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([CH:6]=[C:7]([CH:13]=O)[CH:8]=[N:9]2)=[CH:4][CH:3]=1.[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.C(=O)([O-])O.[Na+]>ClC(Cl)C>[CH3:12][C:11]1[C:2]([NH2:1])=[CH:3][CH:4]=[C:5]2[C:10]=1[N:9]=[CH:8][C:7]([CH2:13][N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1)=[CH:6]2

参加物

5

反応物 3

HCID 31268PyrrolidineHCID 516892Sodium BicarbonateHCID 230223367-Amino-8-methylquinoline-3-carbaldehyde

生成物 1

HCID 23022384HCID 23022384、化合物収率 94.4%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

To a suspension of 7-amino-8-methyl-3-quinolinecarboaldehyde (21.00 g, 112.8 mmol) obtained in Reference Example 66 in dichloroethane (210 ml) were added pyrrolidine (28.28 ml, 145.0 mmol) and triacetoxy sodium borohydride (35.84 g, 169.2 mmol), and the mixture was stirred at room temperature for 4.5 hrs. To the reaction solution was added saturated aqueous sodium hydrogen carbonate and the mixture was vigorously stirred. The organic layer was separated and concentrated under reduced pressure. The residue was purified by NH-silica gel column (Fuji Silysia Chemical Lyd., Pro. No. DM1020, eluting solvent: ethyl acetate) to give the title compound (25.7 g) as a viscous oil.

後処理

  1. stirringthe mixture was vigorously stirred
  2. customThe organic layer was separated
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by NH-silica gel column (Fuji Silysia Chemical Lyd
  5. washDM1020, eluting solvent

出典と根拠

ORDレコード
ord-b025d315912149dbabd12f93e307ebcf
出典データセット
uspto-grants-2007_02
特許番号
US07183415B2

反応ノート

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