Citric Acid → 6-fluoro-4-hydroxy-4-phenyl-3-(2,2,2-trifluoroethyl)-3,4-dihydroquinazolin-2(1H)-one

HRID 91389

Reaction equation

HRID 91389 reaction equation
[C:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)(=[O:8])[c:9]1[c:10]([NH:16][C:17](=[O:18])[n:19]2[cH:20][cH:21][n:22][cH:23]2)[cH:11][cH:12][c:13]([F:15])[cH:14]1.[CH2:57]1[O:58][CH2:59][CH2:60][CH2:61]1.[CH2:62]([Cl:63])[CH2:64][CH2:65][CH3:66].[F:24][C:25]([CH2:26][NH2:27])([F:28])[F:29].[O:43]=[P:44]12[O:45][P:46]3(=[O:56])[O:47][P:48](=[O:54])([O:49][P:50](=[O:53])([O:51]3)[O:52]1)[O:55]2.[OH:30][C:31]([CH2:32][C:33]([C:34](=[O:35])[OH:36])([CH2:37][C:38](=[O:39])[OH:40])[OH:41])=[O:42]>>[C:1]1([c:2]2[cH:3][cH:4][cH:5][cH:6][cH:7]2)([OH:8])[c:9]2[c:10]([cH:11][cH:12][c:13]([F:15])[cH:14]2)[NH:16][C:17](=[O:18])[N:27]1[CH2:26][C:25]([F:24])([F:28])[F:29]

Participants

7

Reactant 6

HCID 311Citric AcidHCID 8005Butyl ChlorideHCID 8028TetrahydrofuranHCID 9773Ethanamine, 2,2,2-trifluoro-HCID 14812Phosphorus oxide (P4O10)HCID 21755401N-(2-benzoyl-4-fluorophenyl)-1H-imidazole-1-carboxamide

Product 1

HCID 593465816-fluoro-4-hydroxy-4-phenyl-3-(2,2,2-trifluoroethyl)-3,4-dihydroquinazolin-2(1H)-one

Sources & evidence

ORD record
ord-c4cc8db656cb40ca9d492644f8b306de
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

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