tert-Butyl 3-methylpiperazine-1-carboxylate → 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-7-[(2-methylpiperazin-1-yl)sulfonyl]-3,4-dihydroquinazolin-2(1H)-one

HRID 394202Notes

Reaction equation

HRID 394202 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]([S:18](Cl)(=[O:20])=[O:19])[CH:15]=[C:14]2[C:9]=1[CH2:10][N:11]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=1)[C:12](=[O:30])[N:13]2[C:22]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:29].[CH3:40][CH:41]1[NH:46][CH2:45][CH2:44][N:43](C(OC(C)(C)C)=O)[CH2:42]1.BrC1C=C(OC)C=C2C=1CCC(=O)N2C1C(Cl)=CC=CC=1Cl>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([S:18]([N:46]2[CH2:45][CH2:44][NH:43][CH2:42][CH:41]2[CH3:40])(=[O:20])=[O:19])[CH:15]=[C:14]2[C:9]=1[CH2:10][N:11]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=1)[C:12](=[O:30])[N:13]2[C:22]1[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:29]

Participants

4

Reactant 3

HCID 2756810tert-Butyl 3-methylpiperazine-1-carboxylateHCID 226479975-Bromo-1-(2,6-dichlorophenyl)-3,4-dihydro-7-methoxy-2(1H)-quinolinoneHCID 226481005-(2-Chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydroquinazoline-7-sulfonyl chloride

Product 1

HCID 226480855-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-7-[(2-methylpiperazin-1-yl)sulfonyl]-3,4-dihydroquinazolin-2(1H)-one

Procedure

The 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-7-[(2-methylpiperazin-1-yl)sulfonyl]-3,4-dihydroquinazolin-2(1H)-one was prepared from 5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydroquinazoline-7-sulfonyl chloride (COMPOUND CCC8) and tert-butyl 3-methylpiperazine-1-carboxylate by a procedure analogous to that described in EXAMPLE CCC25, STEP B. Mass spectrum (ESI) 729 (M-t-Bu+1).

Sources & evidence

ORD record
ord-e87f92c6ed174939a56edf5e747d1123
Source dataset
uspto-grants-2004_10
Patent number
US06809199B2

Reaction notes

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