Chloroform methanol → 1-(6,7-Dimethoxy-4(3H)-quinazolinone-3-yl)-3-[N-(2-(3,4-dimethoxy-phenyl)-ethyl)-amino]-propane-hydrochloride

HRID 2163538Notes

Reaction equation

HRID 2163538 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]([CH2:15][CH2:16][CH2:17][N:18]([CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([O:36][CH3:37])[CH:29]=1)CC1C=CC=CC=1)[C:6]2=[O:38].[H][H].C(Cl)(Cl)[Cl:42].CO>[Pd]>[ClH:42].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]([CH2:15][CH2:16][CH2:17][NH:18][CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[C:30]([O:36][CH3:37])[CH:29]=1)[C:6]2=[O:38]

Participants

5

Reactant 3

HCID 21584188Chloroform methanolHCID 227528031-(6,7-Dimethoxy-4(3H)-quinazolinone-3-yl)-3-[N-benzyl-N-(2-(3,4-dimethoxy-phenyl)-ethyl)-amino]-propaneHCID 178418361HCID 178418361, compound

Product 1

HCID 227528071-(6,7-Dimethoxy-4(3H)-quinazolinone-3-yl)-3-[N-(2-(3,4-dimethoxy-phenyl)-ethyl)-amino]-propane-hydrochloride

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

1-(6,7-Dimethoxy-4(3H)-quinazolinone-3-yl)-3-[N-(2-(3,4-dimethoxy-phenyl)-ethyl)-amino]-propane-hydrochloride was prepared analogous to Example 6 (b) by debenzylation of 1-(6,7-dimethoxy-4-(3-H)-quinazolinone-3-yl)-3-[N-benzyl-(2-(3,4-dimethoxy-phenyl)-ethyl)-amino]-propane in the presence of palladium-on-charcoal (10%) with hydrogen. Rf -value (chloroform/methanol = 9.1) : 0.45. M.p.: 192 -194° C.

Sources & evidence

ORD record
ord-7567ff417abe47019243ddff5f2c6468
Source dataset
uspto-grants-1979_01
Patent number
US04134980

Reaction notes

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