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

HRID 1502437ノート

反応式

HRID 1502437 の反応式
[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

参加物

5

反応物 4

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

生成物 1

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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-8a5f53c4fa8e415881e2c3448cabedd2
出典データセット
uspto-grants-2015_12
特許番号
US09206175B2

反応ノート

読み込み中…