3-Methoxybenzaldehyde → 2-(3-methoxyphenyl)-6-morpholino-3H-quinazolin-4-one

HRID 1017534Notes

Reaction equation

HRID 1017534 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][O:33][CH2:32][CH2:31]2)=[CH:26][C:22]=1[C:23]([NH2:25])=[O:24].[CH3:36][O:37][C:38]1[CH:39]=[C:40]([CH:43]=[CH:44][CH:45]=1)[CH:41]=O>>[CH3:36][O:37][C:38]1[CH:39]=[C:40]([C:41]2[NH:25][C:23](=[O:24])[C:22]3[C:21](=[CH:29][CH:28]=[C:27]([N:30]4[CH2:31][CH2:32][O:33][CH2:34][CH2:35]4)[CH:26]=3)[N:20]=2)[CH:43]=[CH:44][CH:45]=1

Participants

4

Reactant 3

HCID 115693-MethoxybenzaldehydeHCID 105609362-Amino-5-(morpholin-4-yl)benzamideHCID 1354360052-(2-methoxyphenyl)-3H-quinazolin-4-one

Product 1

HCID 1355111022-(3-methoxyphenyl)-6-morpholino-3H-quinazolin-4-oneYield 48.3%

Procedure

According to the preparation of 42, 29 (1.0 g, 4.5 mmol) and 3-methoxybenzaldehyde (34) (0.6 g, 4.5 mmol) were used to afford 59 (0.7 g, 48.3%) as pale yellow needles.

Sources & evidence

ORD record
ord-2386ebe6cf7c4eb49caae006f63687db
Source dataset
uspto-grants-2002_11
Patent number
US06479499B1

Reaction notes

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