4-Chloro-6,7-dimethoxyquinazoline → 4-(4-Bromo-7-methyl-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazoline

HRID 1597944Notes

Reaction equation

HRID 1597944 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][NH:6]2.Cl[C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=2)[N:16]=[CH:15][N:14]=1>CN(C=O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][N:6]2[C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=2)[N:16]=[CH:15][N:14]=1

Participants

4

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 184732644-Bromo-7-methylindoline

Product 1

HCID 189328744-(4-Bromo-7-methyl-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazolineYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Utilizing a procedure analogous to that described in Example 24, this product was prepared in 70% yield from 4-bromo-7-methyl-indoline (1.1 eq.), and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in DMF. (M.P. 223°-225° C.; LC-MS: 400, 402 (MH+); anal. RP18-HPLC RT: 5.23 min.).

Sources & evidence

ORD record
ord-ab9733a12b6847c0bbc26ef658499b7e
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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