N,1,4,4-Tetramethyl-8-((4-(4-methylpiperazin-1-yl)phenyl)amino)-4,5-dihydro-1H-pyrazolo(4,3-h)quinazoline-3-carboxamide → HCID 49803807, compound

HRID 44631Notes

Reaction equation

HRID 44631 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[C:9]2[C:10]([CH3:33])([CH3:32])[CH2:11][C:12]3[CH:13]=[N:14][C:15]([NH:18][C:19]4[CH:24]=[CH:23][C:22]([N:25]5[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]5)=[CH:21][CH:20]=4)=[N:16][C:17]=3[C:8]=2[N:7]([CH3:34])[N:6]=1)=[O:4].CO.[Cl:37]CCl>O1CCOCC1>[ClH:37].[ClH:37].[ClH:37].[CH3:1][NH:2][C:3]([C:5]1[C:9]2[C:10]([CH3:32])([CH3:33])[CH2:11][C:12]3[CH:13]=[N:14][C:15]([NH:18][C:19]4[CH:20]=[CH:21][C:22]([N:25]5[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]5)=[CH:23][CH:24]=4)=[N:16][C:17]=3[C:8]=2[N:7]([CH3:34])[N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 16718576N,1,4,4-Tetramethyl-8-((4-(4-methylpiperazin-1-yl)phenyl)amino)-4,5-dihydro-1H-pyrazolo(4,3-h)quinazoline-3-carboxamideHCID 21226129Dichloromethane methanol

Product 1

HCID 49803807HCID 49803807, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 8-[4-(4-methyl-piperazin-1-yl)-phenylamino]-1,4,4-trimethyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylic acid methylamide (7.00 g, 15.192 mmol) dissolved into a 1:1 mixture of methanol/dichloromethane (149 mL) 4M hydrochloric acid in dioxane (12.12 mL, 48.48 mL) was added and the solution stirred at room temperature for 2 hours. After removing the solvent under reduced pressure, the reddish solid was dried at 43° C. under vacuum for 10 hours. There were obtained 8.11 g of the title compound as a red solid.

Workup

  1. additionwas added
  2. customAfter removing the solvent under reduced pressure
  3. customthe reddish solid was dried at 43° C. under vacuum for 10 hours

Sources & evidence

ORD record
ord-4c290e592c8c4f679c169d20a6442e64
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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