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

HRID 1597924Notes

Reaction equation

HRID 1597924 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][NH:6]2.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>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][N:6]2[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

Participants

4

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 30163064-Chloroindoline

Product 1

HCID 189327474-(4-Chloro-2,3-dihydro-indol-1-yl)-6,7-dimethoxy-quinazolineYield 92%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 2, this product was prepared in 92% yield from 4-chloro-indoline (2 eq.) and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 172°-179° C. (dec); LC-MS: 342 (MH+); anal. RP18-HPLC RT: 4.60 min.).

Sources & evidence

ORD record
ord-f10f44894c3f472b96e6e7d799c9f1b3
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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