4-Chloro-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazoline → HCID 22030747, compound

HRID 1791645Notes

Reaction equation

HRID 1791645 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:24][N:25]1[C:33]2[C:28](=[CH:29][C:30]([OH:34])=[CH:31][CH:32]=2)[CH:27]=[C:26]1[CH3:35]>>[CH3:24][N:25]1[C:33]2[C:28](=[CH:29][C:30]([O:34][C:2]3[C:11]4[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][CH2:17][N:18]5[CH2:23][CH2:22][O:21][CH2:20][CH2:19]5)=[C:9]([O:12][CH3:13])[CH:10]=4)[N:5]=[CH:4][N:3]=3)=[CH:31][CH:32]=2)[CH:27]=[C:26]1[CH3:35]

Participants

3

Reactant 2

HCID 118239414-Chloro-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolineHCID 125375931,2-Dimethyl-1H-indol-5-ol

Product 1

HCID 22030747HCID 22030747, compoundYield 74%

Procedure

Using an analogous procedure to that described in Example 120 OR 121 PER PP, 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinazoline (160 mg, 0.48 mmol), (prepared as described for the starting material in Example 1), was reacted with 1,2-dimethyl-5-hydroxyindole (92 mg, 0.57 mol), (Tetrahedron 1994, 50, 13433), to give 4-(1,2-dimethylindol-5-yloxy)-6-methoxy-7-(3-morpholinopropoxy)quinazoline (163 mg, 74%).

Workup

  1. custom(prepared

Sources & evidence

ORD record
ord-8c23736e470648e4ac1d23345969519a
Source dataset
uspto-grants-2006_07
Patent number
US07074800B1

Reaction notes

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