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

HRID 1597923Notes

Reaction equation

HRID 1597923 reaction equation
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.Cl[C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][N:13]=1>CC(O)C>[CH3:23][O:22][C:19]1[CH:20]=[C:21]2[C:16](=[CH:17][C:18]=1[O:24][CH3:25])[N:15]=[CH:14][N:13]=[C:12]2[N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:10][CH:2]1[CH3:1]

Participants

4

Reactant 2

HCID 233052-MethylindolineHCID 27693644-Chloro-6,7-dimethoxyquinazoline

Product 1

HCID 189327456,7-Dimethoxy-4-(2-methyl-2,3-dihydro-indol-1-yl)-quinazolineYield 91%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 1, this product was prepared in 91% yield from 2-methyl-indoline (1.1 eq.) and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 154°-156.5° C.; GC-MS: 321 (M+); anal. RP18-HPLC RT: 4.93 min.).

Sources & evidence

ORD record
ord-083acebbb5f743dab53868ec88b59971
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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