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

HRID 1017526Notes

Reaction equation

HRID 1017526 reaction equation
COC1C=CC=CC=1C1NC(=O)C2C(=CC=CC=2)N=1.[NH2:20][C:21]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:22]=1[C:23]([NH2:25])=[O:24].[CH3:31][O:32][C:33]1[CH:34]=[C:35]([CH:38]=[CH:39][CH:40]=1)[CH:36]=O>>[CH3:31][O:32][C:33]1[CH:34]=[C:35]([C:36]2[NH:25][C:23](=[O:24])[C:22]3[C:21](=[CH:29][CH:28]=[C:27]([F:30])[CH:26]=3)[N:20]=2)[CH:38]=[CH:39][CH:40]=1

Participants

4

Reactant 3

HCID 115693-MethoxybenzaldehydeHCID 102410032-Amino-5-fluorobenzamideHCID 1354360052-(2-methoxyphenyl)-3H-quinazolin-4-one

Product 1

HCID 1354073196-fluoro-2-(3-methoxyphenyl)-3H-quinazolin-4-oneYield 46.8%

Procedure

According to the preparation of compound 42, 3 (1.0 g, 6.5 mmol) and 3-methoxybenzaldehyde (34) (0.9 g, 6.5 mmol) were used to afford 51 (0.8 g, 46.8%) as pale yellow needles.

Sources & evidence

ORD record
ord-00f05bc189384830b0edeedbaead1e2f
Source dataset
uspto-grants-2002_11
Patent number
US06479499B1

Reaction notes

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