Pyrrolidine → HCID 23022384, 화합물

HRID 351346노트

반응식

HRID 351346 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 23022384HCID 23022384, 화합물수율 94.4%

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b025d315912149dbabd12f93e307ebcf
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183415B2

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