5-(4-Methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one → HCID 178488515, compound

HRID 855722Notes

Reaction equation

HRID 855722 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH:16]3[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[CH2:35][C:34](=O)[NH:33][N:32]=2)=[CH:27][CH:26]=1>>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH2:15][CH:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)[N:5]=[CH:4][N:3]=[C:2]2[C:34]1[CH:35]=[C:31]([C:28]2[CH:27]=[CH:26][C:25]([O:24][CH3:23])=[CH:30][CH:29]=2)[NH:32][N:33]=1

Participants

3

Reactant 2

HCID 6053665-(4-Methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-oneHCID 117822304-Chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline

Product 1

HCID 178488515HCID 178488515, compoundYield 84%

Procedure

Using a procedure analogous to that described in Example 15, 4-chloro-6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)quinazoline (140 mg, 0.435 mol), (prepared as described for the starting material in Example 15), was reacted with 3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-5-one (100 mg, 0.52 mol), (prepared as described for the starting material in Example 10), to give 6-methoxy-7-((1-methylpiperidin-4-yl)methoxy)-4-(5-(4-methoxyphenyl)pyrazol-3-yl)quinazoline (174 mg, 84%).

Workup

  1. custom(prepared
  2. custom(prepared

Sources & evidence

ORD record
ord-0691b902bf8245b8a42f24bae202a734
Source dataset
uspto-grants-2007_08
Patent number
US07262201B1

Reaction notes

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