3-Methoxybenzaldehyde → 2-(3-methoxyphenyl)-6-(4-methyl-1-piperidyl)-3H-quinazolin-4-one

HRID 1017533Notes

Reaction equation

HRID 1017533 reaction equation
COC1C=CC=CC=1C1NC(=O)C2C(=CC=CC=2)N=1.[NH2:20][C:21]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][CH:33]([CH3:36])[CH2:32][CH2:31]2)=[CH:26][C:22]=1[C:23]([NH2:25])=[O:24].[CH3:37][O:38][C:39]1[CH:40]=[C:41]([CH:44]=[CH:45][CH:46]=1)[CH:42]=O>>[CH3:37][O:38][C:39]1[CH:40]=[C:41]([C:42]2[NH:25][C:23](=[O:24])[C:22]3[C:21](=[CH:29][CH:28]=[C:27]([N:30]4[CH2:35][CH2:34][CH:33]([CH3:36])[CH2:32][CH2:31]4)[CH:26]=3)[N:20]=2)[CH:44]=[CH:45][CH:46]=1

Participants

4

Reactant 3

HCID 115693-MethoxybenzaldehydeHCID 107283502-Amino-5-(4-methylpiperidinyl)benzamideHCID 1354360052-(2-methoxyphenyl)-3H-quinazolin-4-one

Product 1

HCID 1354761372-(3-methoxyphenyl)-6-(4-methyl-1-piperidyl)-3H-quinazolin-4-oneYield 59.9%

Procedure

According to the preparation of 42, 28 (1.0 g, 4.3 mmol) and 3-methoxybenzaldehyde (34) (0.6 g, 4.3 mmol) were used to afford 58 (0.9 g, 57.6%) as pale yellow prism crystals.

Sources & evidence

ORD record
ord-7646fe2849424abbae80ffaefeff5d30
Source dataset
uspto-grants-2002_11
Patent number
US06479499B1

Reaction notes

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