Sodium Bicarbonate → N-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-fluoro-nicotinamide

HRID 888165ノート

反応式

HRID 888165 の反応式
[F:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:11][C:12]1[CH:21]=[C:20]2[C:15]([C:16]([CH3:24])([CH3:23])[CH2:17][NH:18][C:19]2=[O:22])=[CH:14][CH:13]=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:23][C:16]1([CH3:24])[C:15]2[C:20](=[CH:21][C:12]([NH:11][C:4](=[O:5])[C:3]3[CH:7]=[CH:8][CH:9]=[N:10][C:2]=3[F:1])=[CH:13][CH:14]=2)[C:19](=[O:22])[NH:18][CH2:17]1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 219595822-Fluoropyridine-3-carbonyl chlorideHCID 219596427-Amino-4,4-dimethyl-3,4-dihydroisoquinolin-1(2h)-one

生成物 1

HCID 21959600N-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-fluoro-nicotinamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 2-fluoro-nicotinoyl chloride (283 mg, 1.79 mmol) and 7-amino-4,4-dimethyl-3,4-dihydro-2H-isoquinolin-1-one (340 mg, 1.79 mmol) in CH2Cl2 (10 mL) was added NaHCO3 (573 mg, 7.16 mmol). The resulting mixture was stirred for 30 min at RT and filtered. The filtrate was concentrated and purified on silica gel column to yield the title compound as white solid. MS (ES+): 314 (M+H)+. Calc'd for C17H16FN3O2—313.12

後処理

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. custompurified on silica gel column

出典と根拠

ORDレコード
ord-55e2c9d3c17f49668799566c074a3b56
出典データセット
uspto-grants-2012_08
特許番号
US08247556B2

反応ノート

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