Pyridine → 6,7-Dimethoxy-4-(7-methyl-2,3-dihydro-indol-1-yl)-quinazoline

HRID 1597941

Reaction equation

HRID 1597941 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH2:8][CH2:7]2.N1C=CC=CC=1.Cl[C:18]1[C:27]2[C:22](=[CH:23][C:24]([O:30][CH3:31])=[C:25]([O:28][CH3:29])[CH:26]=2)[N:21]=[CH:20][N:19]=1>CN(C=O)C>[CH3:29][O:28][C:25]1[CH:26]=[C:27]2[C:22](=[CH:23][C:24]=1[O:30][CH3:31])[N:21]=[CH:20][N:19]=[C:18]2[N:9]1[C:10]2[C:6](=[CH:5][CH:4]=[CH:3][C:2]=2[CH3:1])[CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 1049PyridineHCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 123777887-Methyl-2,3-dihydro-1H-indole

Product 1

HCID 189327106,7-Dimethoxy-4-(7-methyl-2,3-dihydro-indol-1-yl)-quinazolineYield 65%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Utilizing a procedure analogous to that described in Example 24, this product was prepared in 65% yield from 7-methyl-indoline (1 eq.), pyridine (2 eq.) and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in DMF. (M.P. 146°-147° C.; GC-MS: 321 (M+); anal. RP18-HPLC RT: 4.41 min.).

Sources & evidence

ORD record
ord-78a4400eaeac4389a2b7ba93a4e691a7
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Linked notes

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