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

HRID 384490

반응식

HRID 384490 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1574a40806bd4a6ea1064a7cd9ea61b0
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367702B2

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