4-Chloro-6,7,8-trimethoxyquinazoline → 4-(6-Chloro-2,3-dihydro-indol-1-yl)-6,7,8-trimethoxy-quinazoline

HRID 1597932Notes

Reaction equation

HRID 1597932 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][NH:8]2)=[CH:4][CH:3]=1.Cl[C:12]1[C:21]2[C:16](=[C:17]([O:26][CH3:27])[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]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[C:12]2[C:21]3[C:16](=[C:17]([O:26][CH3:27])[C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[CH:14][N:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 1006864-Chloro-6,7,8-trimethoxyquinazolineHCID 2585676-Chloro-2,3-dihydro-1h-indole

Product 1

HCID 189329094-(6-Chloro-2,3-dihydro-indol-1-yl)-6,7,8-trimethoxy-quinazolineYield 20%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 1, this product was prepared in 20% yield from 6-chloro-indoline (1.1 eq.) and 4-chloro-6,7,8-trimethoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 139°-143° C.; GC/MS: 371 (M+); anal. RP18-HPLC RT: 4.70 min.).

Sources & evidence

ORD record
ord-c66a990478814585a3ac201247fd0751
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

Loading…