Heptanoyl chloride → N-[(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl]heptanamide

HRID 384490

反応式

HRID 384490 の反応式
Cl.Cl.[NH2:3][CH2:4][C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:16])[C:14]=1[CH3:15])=[CH:11][CH:10]=[CH:9][CH:8]=2.[C:17](Cl)(=[O:24])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>N1C=CC=CC=1>[CH3:15][C:14]1[C:13](=[O:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[CH2:4][NH:3][C:17](=[O:24])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

参加物

4

反応物 2

HCID 17313Heptanoyl chlorideHCID 685107592-(aminomethyl)-3-methylquinolin-4(1H)-one dihydrochloride

生成物 1

HCID 59527359N-[(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl]heptanamide収率 69%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To an ice-cold solution of 2-(aminomethyl)-3-methylquinolin-4(1H)-one dihydrochloride (160 mg) in pyridine (5 mL) was added heptanoic acid chloride (110 mg), and the mixture was stirred at room temperature for 45 minutes. The reaction mixture was concentrated under reduced pressure, and then water (40 mL) was added to the residue. The resulting solid was collected by filtration, washed with water, and dried. This solid was purified by silica gel column chromatography (eluent: chloroform/methanol=20/1) to obtain N-[(3-methyl-4-oxo-1,4-dihydroquinolin-2-yl)methyl]heptanamide (127 mg).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionwater (40 mL) was added to the residue
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water
  5. customdried
  6. customThis solid was purified by silica gel column chromatography (eluent: chloroform/methanol=20/1)

出典と根拠

ORDレコード
ord-1574a40806bd4a6ea1064a7cd9ea61b0
出典データセット
uspto-grants-2013_02
特許番号
US08367702B2

関連ノート

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