Propionic anhydride → 2-Amino-4-ethyl-7-(4-fluoro-phenyl)-7,8-dihydro-6H-quinazolin-5-one

HRID 2046512Notes

Reaction equation

HRID 2046512 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=O)[CH2:11][C:10](=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.[NH2:16][C:17]1[N:26]=C(C)[C:24]2[C:23](=O)CC(C3C=CC(F)=CC=3)C[C:19]=2[N:18]=1.C(OC(=O)CC)(=O)CC>>[NH2:26][C:17]1[N:18]=[C:19]([CH2:24][CH3:23])[C:11]2[C:10](=[O:15])[CH2:9][CH:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH2:13][C:12]=2[N:16]=1

Participants

4

Reactant 3

HCID 31263Propionic anhydrideHCID 7301365-(4-Fluorophenyl)cyclohexane-1,3-dioneHCID 172212082-Amino-7-(4-fluoro-phenyl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one

Product 1

HCID 172212092-Amino-4-ethyl-7-(4-fluoro-phenyl)-7,8-dihydro-6H-quinazolin-5-one

Procedure

The title compound was prepared from 5-(4-fluoro-phenyl)-cyclohexane-1,3-dione, following the procedure describing the synthesis of 2-amino-7-(4-fluoro-phenyl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one (example 3/a stage 1, 2 and 3). Propionic anhydride was used instead of acetic anhydride in stage 1.

Sources & evidence

ORD record
ord-b750d009c5a744e49a290c35258b8a40
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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