m-Chloroperbenzoic acid → HCID 57531662, compound

HRID 875136Notes

Reaction equation

HRID 875136 reaction equation
[CH2:1]([NH:8][C:9]([C:11]1[C:15]2[CH2:16][CH2:17][C:18]3[CH:19]=[N:20][C:21]([NH:24][C:25]4[CH:30]=[CH:29][C:28]([N:31]5[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]5)=[CH:27][CH:26]=4)=[N:22][C:23]=3[C:14]=2[N:13]([CH3:38])[N:12]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=C(C(OO)=[O:47])C=CC=1.C([O-])(O)=O.[Na+]>>[CH2:1]([NH:8][C:9]([C:11]1[C:15]2[CH2:16][CH2:17][C:18]3[CH:19]=[N:20][C:21]([NH:24][C:25]4[CH:26]=[CH:27][C:28]([N:31]5[CH2:32][CH2:33][N+:34]([CH3:37])([O-:47])[CH2:35][CH2:36]5)=[CH:29][CH:30]=4)=[N:22][C:23]=3[C:14]=2[N:13]([CH3:38])[N:12]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 57444152N-benzyl-1-methyl-8-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

Product 1

HCID 57531662HCID 57531662, compoundYield 66%

Procedure

To a solution of 39.4 mg (0.0774 mmol) of N-benzyl-1-methyl-8-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide, 17.4 mg (0.0774 mg) of 3-chlorobenzenecarboperoxoic acid were added and the mixture was stirred at room temperature. After 45 minutes an aqueous solution of NaHCO3 was added and the solvent removed. Treatment with methanol and filtration afforded 26.6 mg of the title compound (66% yield).

Workup

  1. customthe solvent removed
  2. filtrationTreatment with methanol and filtration

Sources & evidence

ORD record
ord-8850e250a97244d19fb26e4a38a8cb6d
Source dataset
uspto-grants-2015_03
Patent number
US08981089B2

Reaction notes

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