4-Chloro-6,7-dimethoxyquinazoline → 4-(6-Bromo-5-fluoro-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazoline hydrochloride salt

HRID 1597940Notes

Reaction equation

HRID 1597940 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Br:11])[NH:7][CH2:6][CH2:5]2.[Cl:12][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>CC(O)C>[ClH:12].[Br:11][C:10]1[CH:9]=[C:8]2[C:4]([CH2:5][CH2:6][N:7]2[C:13]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][N:14]=2)=[CH:3][C:2]=1[F:1]

Participants

4

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 219483686-Bromo-5-fluoroindoline

Product 1

HCID 189327214-(6-Bromo-5-fluoro-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazoline hydrochloride saltYield 68%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 1, this product was prepared in 68% yield from 5-fluoro-6-bromo-indoline (1.1 eq.) and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 258° C. (dec); LC-MS: 404, 406 (MH+); anal. RP18-HPLC RT: 5.06 min.).

Sources & evidence

ORD record
ord-77c7e797a61741cebd7edb8bb7bc7e46
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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