Hydrochloric Acid → 4-methyl-3-[7-(4-methylpiperazin-1-yl)-1-oxoisoquinolin-2(1H)-yl]benzoic acid

HRID 506983노트

반응식

HRID 506983 반응식
[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=[O:7])=[CH:4][C:3]=1[N:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][C:16]([N:22]3[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]3)=[CH:17][CH:18]=2)[C:13]1=[O:29].[OH-].[Na+].Cl>CO>[CH3:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N:12]1[CH:21]=[CH:20][C:19]2[C:14](=[CH:15][C:16]([N:22]3[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]3)=[CH:17][CH:18]=2)[C:13]1=[O:29]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67018576methyl 4-methyl-3-[7-(4-methylpiperazin-1-yl)-1-oxoisoquinolin-2(1H)-yl]benzoate

생성물 1

HCID 670185984-methyl-3-[7-(4-methylpiperazin-1-yl)-1-oxoisoquinolin-2(1H)-yl]benzoic acid수율 63.3%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
65 °C

실험 절차

To a stirred solution of methyl 4-methyl-3-[7-(4-methylpiperazin-1-yl)-1-oxoisoquinolin-2(1H)-yl]benzoate (272 mg) in methanol was added 1N NaOH solution (0.85 ml) and the reaction mixture was stirred at 65° C. for 30 minutes and then neutralized with 1N HCl. After cooling to room temperature the resulting precipitate was collected by filtration and washed with water, ethyl acetate, methanol and then air-dried to yield 4-methyl-3-[7-(4-methylpiperazin-1-yl)-1-oxoisoquinolin-2(1H)-yl]benzoic acid (166 mg) as a pale yellow solid; NMR Spectrum: (DMSOd6) 2.12 (s, 3H), 2.25 (s, 3H), 2.50 (m, 4H), 3.27 (m, 4H), 6.64 (d, 1H), 7.12 (d, 1H), 7.56 (m, 2H), 7.60 (s, 1H), 7.63 (d, 1H), 7.75 (s, 1H), 7.94 (d, 1H); Mass Spectrum: M+H+ 378.

후처리

  1. temperatureAfter cooling to room temperature the resulting precipitate
  2. filtrationwas collected by filtration
  3. washwashed with water, ethyl acetate, methanol
  4. customair-dried

출처 및 근거

ORD 기록
ord-bc7f7a998ad14edb9e3835364b94c34d
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786115B2

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