5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-iodo-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one → 7-[(1-tert-Butylpiperidin-4-ylidene)methyl]-5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one

HRID 394129Notes

Reaction equation

HRID 394129 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16](I)[CH:15]=[C:14]2[C:9]=1[CH2:10][N:11]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=1)[C:12](=[O:27])[N:13]2[C:19]1[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:26].[C:37]([N:41]1[CH2:46][CH2:45][C:44](=[CH:47][Sn](C)(C)C)[CH2:43][CH2:42]1)([CH3:40])([CH3:39])[CH3:38]>>[C:37]([N:41]1[CH2:46][CH2:45][C:44](=[CH:47][C:16]2[CH:15]=[C:14]3[C:9]([CH2:10][N:11]([CH2:28][C:29]4[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=4)[C:12](=[O:27])[N:13]3[C:19]3[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:20]=3[Cl:26])=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[CH:17]=2)[CH2:43][CH2:42]1)([CH3:40])([CH3:39])[CH3:38]

Participants

3

Reactant 2

HCID 226478695-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-iodo-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-oneHCID 226479361-Tert-butyl-4-[(trimethylstannyl)methylene]piperidine

Product 1

HCID 226479497-[(1-tert-Butylpiperidin-4-ylidene)methyl]-5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one

Procedure

The title compound was prepared from 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-7-iodo-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one (EXAMPLE CCC34) and using 1-tert-butyl-4-[(trimethylstannyl)methylene]piperidine (INTERMEDIATE ABA3) as described in EXAMPLE 41, Step A. Mass spectrum (ESI): 674.5 (M+1).

Sources & evidence

ORD record
ord-5661529feb8243938586ea296fceb380
Source dataset
uspto-grants-2004_10
Patent number
US06809199B2

Reaction notes

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