4-Bromo-7-methylindoline → 4-(4-Bromo-7-methyl-2,3-dihydro-indol-1-yl)-7-methoxy-quinazoline

HRID 1597956Notes

Reaction equation

HRID 1597956 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][NH:6]2.Cl[C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=2)[N:16]=[CH:15][N:14]=1>CC(O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][N:6]2[C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][CH:21]=2)[N:16]=[CH:15][N:14]=1

Participants

4

Reactant 2

HCID 184732644-Bromo-7-methylindolineHCID 189250784-Chloro-7-methoxy-quinazoline

Product 1

HCID 189327364-(4-Bromo-7-methyl-2,3-dihydro-indol-1-yl)-7-methoxy-quinazolineYield 69%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 1, this product was prepared in 69% yield from 4-bromo-7-methyl-indoline (1.1 eq.), and 4-chloro-7-methoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 134°-135° C.; LC-MS: 370, 372 (MH+); anal. RP18-HPLC RT: 5.60 min.).

Sources & evidence

ORD record
ord-d841f6d3bacb43a69b8e2d7f12fb1f00
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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