Citric Acid → 5-(3-Aminoisoquinolin-7-yl)-6-methylnicotinic acid

HRID 1502437노트

반응식

HRID 1502437 반응식
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([C:12]1[C:13]([CH3:22])=[N:14][CH:15]=[C:16]([CH:21]=1)[C:17]([O:19]C)=[O:18])[CH:6]=2.O1CCCC1.[OH-].[Li+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([C:12]1[C:13]([CH3:22])=[N:14][CH:15]=[C:16]([CH:21]=1)[C:17]([OH:19])=[O:18])[CH:6]=2

참가 물질

5

반응물 4

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 67975074Methyl 5-(3-aminoisoquinolin-7-yl)-6-methylnicotinate

생성물 1

HCID 679750675-(3-Aminoisoquinolin-7-yl)-6-methylnicotinic acid수율 63.7%

실험 절차

To a mixture of methyl 5-(3-aminoisoquinolin-7-yl)-6-methylnicotinate (189 mg; 0.6444 mmol) and tetrahydrofuran (4.0 mL; 49 mmol) was added lithium hydroxide (2.0 mL; 2.0 mmol). The reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was acidified with 10% aqueous citric acid (2 mL), and the resulting yellow precipitate recovered via filtration, washed with water and tetrahydrofuran, and dried under vacuum to yield 114.6 mg of the title compound, which was carried forward without purification. LCMS (ESI): M+H=280.1.

후처리

  1. filtrationthe resulting yellow precipitate recovered via filtration
  2. washwashed with water and tetrahydrofuran
  3. customdried under vacuum

출처 및 근거

ORD 기록
ord-8a5f53c4fa8e415881e2c3448cabedd2
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206175B2

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