6-Fluoroquinazoline-2,4(1H,3H)-dione → HCID 68389141, compound

HRID 927301Notes

Reaction equation

HRID 927301 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][C:16](F)=[C:15]([C:20](O)=[O:21])[CH:14]=1)[C:7](=[O:23])[NH:6][C:5]2=[O:24].FC1[CH:27]=[C:28]2[C:33](=[CH:34][CH:35]=1)N[C:31](=O)[NH:30][C:29]2=[O:37].BrCC1C=CC(F)=C(C=1)C(OC)=O.COC(C1C=[C:57](C=CC=1)[CH2:58][N:59]1C2C(=CC=CC=2)C(=O)N[C:60]1=O)=O>>[CH:28]1([C:29]([N:30]2[CH2:31][CH2:60][N:59]([C:20]([C:15]3[CH:14]=[C:13]([CH:18]=[CH:17][CH:16]=3)[CH2:12][N:8]3[C:9]4[C:4](=[CH:3][C:2]([F:1])=[CH:11][CH:10]=4)[C:5](=[O:24])[NH:6][C:7]3=[O:23])=[O:21])[CH2:58][CH2:57]2)=[O:37])[CH2:27][CH2:35][CH2:34][CH2:33]1

Participants

5

Reactant 4

HCID 166582406-Fluoroquinazoline-2,4(1H,3H)-dioneHCID 22645461Methyl 5-(bromomethyl)-2-fluorobenzoateHCID 68388893HCID 68388893, compoundHCID 68388908HCID 68388908, compound

Product 1

HCID 68389141HCID 68389141, compound

Procedure

The following compounds were prepared from 6-fluoro-1-(3-carboxy-4-fluorobenzyl)quinazoline-2,4(1H,3H)-dione (prepared from 6-fluoroquinazoline-2,4(1H,3H)-dione and methyl 5-(bromomethyl)-2-fluorobenzoate using procedures similar to those of compounds of Examples 1 and 2), and the corresponding substituted piperazine using a procedure similar to those described for the synthesis of compound of Example 3.

Sources & evidence

ORD record
ord-1cfb8a532742415cb5d52531db9d08a9
Source dataset
uspto-grants-2016_03
Patent number
US09290460B2

Reaction notes

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