3-Methoxybenzaldehyde → 2-(3-methoxyphenyl)-6-pyrrolidin-1-yl-3H-quinazolin-4-one

HRID 1017531Notes

Reaction equation

HRID 1017531 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[CH2:34][CH2:33][CH2:32][CH2:31]2)=[CH:26][C:22]=1[C:23]([NH2:25])=[O:24].[CH3:35][O:36][C:37]1[CH:38]=[C:39]([CH:42]=[CH:43][CH:44]=1)[CH:40]=O>>[CH3:35][O:36][C:37]1[CH:38]=[C:39]([C:40]2[NH:25][C:23](=[O:24])[C:22]3[C:21](=[CH:29][CH:28]=[C:27]([N:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)[CH:26]=3)[N:20]=2)[CH:42]=[CH:43][CH:44]=1

Participants

4

Reactant 3

HCID 115693-MethoxybenzaldehydeHCID 11264201Benzamide, 2-amino-5-(1-pyrrolidinyl)-HCID 1354360052-(2-methoxyphenyl)-3H-quinazolin-4-one

Product 1

HCID 1354515722-(3-methoxyphenyl)-6-pyrrolidin-1-yl-3H-quinazolin-4-oneYield 40%

Procedure

According to the preparation of 42, 26 (1.0 g, 4.9 mmol) and 3-methoxybenzaldehyde (34) (0.7 g, 4.9 mmol) were used to afford 56 (0.6 g, 40.0%) as pale yellow prism crystals.

Sources & evidence

ORD record
ord-06211c6c73b247ce8d83b661b4031586
Source dataset
uspto-grants-2002_11
Patent number
US06479499B1

Reaction notes

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