6-Chloro-2,3-dihydro-1h-indole → 7-Butoxy-4-(6-chloro-2,3-dihydro-indol-1-yl)-6-methoxy-quinazoline

HRID 1597927Notes

Reaction equation

HRID 1597927 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.[CH2:11]([O:15][C:16]1[CH:25]=[C:24]2[C:19]([C:20](Cl)=[N:21][CH:22]=[N:23]2)=[CH:18][C:17]=1[O:27][CH3:28])[CH2:12][CH2:13][CH3:14]>CC(O)C>[CH2:11]([O:15][C:16]1[CH:25]=[C:24]2[C:19]([C:20]([N:8]3[C:9]4[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=4)[CH2:6][CH2:7]3)=[N:21][CH:22]=[N:23]2)=[CH:18][C:17]=1[O:27][CH3:28])[CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 2585676-Chloro-2,3-dihydro-1h-indoleHCID 117804797-Butoxy-4-chloro-6-methoxy-quinazoline

Product 1

HCID 189328647-Butoxy-4-(6-chloro-2,3-dihydro-indol-1-yl)-6-methoxy-quinazolineYield 43%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Utilizing a procedure analogous to that described in Example 1, this product was prepared in 43% yield from 6-chloro-indoline (1.1 eq.) and 7-butoxy-4-chloro-6-methoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 126°-132° C.; GC-MS: 383 (M+); anal. RP18-HPLC RT: 6.22 min.).

Sources & evidence

ORD record
ord-be56666b88724c5d83bd22c678f19221
Source dataset
uspto-grants-1998_04
Patent number
US05736534

Reaction notes

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