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

HRID 1597936Notes

Reaction equation

HRID 1597936 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]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:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:12]1[C:21]3[C:16](=[CH:17][C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[CH:14][N:13]=1)[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 1175965-ChloroindolineHCID 27693644-Chloro-6,7-dimethoxyquinazoline

Product 1

HCID 189328564-(5-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 1, this product was prepared in 92% yield from 5-chloro-indoline (1.1 eq.) and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 190°14 191° C.; GC/MS: 3.41 (M+); anal. RP18-HPLC RT: 4.58 min.).

Workup

  1. custom(M.P. 190°14 191° C.; GC/MS: 3.41 (M+); anal. RP18-HPLC RT: 4.58 min.)

Sources & evidence

ORD record
ord-69ab7023b09243b3a1bab283e0450d22
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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