4-Chloro-6,7-dimethoxyquinazoline → 4-(5-Benzyloxy-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazoline

HRID 1597952

Reaction equation

HRID 1597952 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH2:13][CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:19]1[C:28]2[C:23](=[CH:24][C:25]([O:31][CH3:32])=[C:26]([O:29][CH3:30])[CH:27]=2)[N:22]=[CH:21][N:20]=1>CC(O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([C:19]1[C:28]3[C:23](=[CH:24][C:25]([O:31][CH3:32])=[C:26]([O:29][CH3:30])[CH:27]=3)[N:22]=[CH:21][N:20]=1)[CH2:13][CH2:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 167948815-(Benzyloxy)-2,3-dihydro-1H-indole

Product 1

HCID 189328044-(5-Benzyloxy-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazolineYield 90%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 1, this product was prepared in 90% yield from 5-benzyloxy-indoline (1.1 eq.), and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 181°-182° C.; LC-MS: 415 (MH+); anal. RP18-HPLC RT: 4.78 min.).

Sources & evidence

ORD record
ord-77f357c54e9f4f5b80e3122c26e25c34
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Linked notes

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