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Pyridine → HCID 9992083、化合物

HRID 1783306
ノート
印刷プレビュー

反応式

HRID 1783306 の反応式
[NH2:1][C:2]1[NH:3][C:4](=[O:12])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.Cl.[CH3:14][N:15]([CH3:20])[CH2:16][C:17](O)=[O:18].N1C=CC=CC=1.[Cl-].ClC1N(C)CC[NH+]1C>C(Cl)Cl.CO.C(Cl)(Cl)Cl>[NH2:1][C:2]1[NH:3][C:4](=[O:12])[C:5]2[C:10]([C:11]=1[C:17](=[O:18])[CH2:16][N:15]([CH3:20])[CH3:14])=[CH:9][CH:8]=[CH:7][CH:6]=2
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 1049PyridineHCID 75605N,N-Dimethylglycine hydrochlorideHCID 109867151H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 122275233-Amino-1,2-dihydroisoquinolin-1-one

生成物 1

HCID 9992083HCID 9992083、化合物収率 39.9%

試薬・触媒・溶媒 3

HCID 887
Methanol
溶媒
HCID 6212Chloroform溶媒
HCID 6344Dichloromethane溶媒

実験手順

3-Amino-2H-isoquinolin-1-one (9.0 g), dimethylglycine hydrochloride (10.2 g) and pyridine (22.7 mL) were suspended in methylene chloride (100 mL), and 2-chloro-1,3-dimethylimidazolinium chloride (12.4 g) was added under ice-cooling. Then the mixture was stirred at room temperature for 2 hrs. After the completion of the reaction, the reaction mixture was dissolved in a mixed solvent (chloroform and lo methanol 10:1), washed with aqueous potassium carbonate solution and the organic layer was dried over magnesium sulfate. The solvent was evaporated, and the obtained residue was purified by silica gel column chromatography. The fraction eluted with chloroform:methanol was concentrated, and the precipitated crystals were collected by filtration to give 3-amino-4-(2-(dimethylamino) acetyl)-2H-isoquinolin-1-one (5.5 g). This compound was dissolved in chloroform-methanol mixed solvent, and 4N hydrogen chloride-dioxane was added. The precipitated crystals were collected by filtration, and recrystallized from ethanol-water mixed solvent to give 3-amino-4-(2-(dimethylamino)acetyl)-2H-isoquinolin-1-one hydrochloride monohydrate (4.5 g).

後処理

  1. temperaturecooling
  2. customAfter the completion of the reaction
  3. washwashed with aqueous potassium carbonate solution
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe obtained residue was purified by silica gel column chromatography
  7. washThe fraction eluted with chloroform
  8. concentrationmethanol was concentrated
  9. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-51deee21f82a43f0bff6a58bf56afe54
出典データセット
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07501412B2

反応ノート

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