Quinazolinedione → HCID 68388650, compound

HRID 927294Notes

Reaction equation

HRID 927294 reaction equation
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[NH:3][C:2]1=[O:12].Br[CH2:14][C:15]1[CH:16]=[CH:17][C:18]([F:25])=[C:19]([CH:24]=1)[C:20]([O:22][CH3:23])=[O:21].COC(C1C=C(C=CC=1)CN1C2C(=CC=CC=2)C(=O)NC1=O)=O>>[F:25][C:18]1[CH:17]=[CH:16][C:15]([CH2:14][N:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4](=[O:11])[NH:3][C:2]2=[O:12])=[CH:24][C:19]=1[C:20]([O:22][CH3:23])=[O:21]

Participants

4

Reactant 3

HCID 64048QuinazolinedioneHCID 22645461Methyl 5-(bromomethyl)-2-fluorobenzoateHCID 68388893HCID 68388893, compound

Product 1

HCID 68388650HCID 68388650, compound

Procedure

The title compound was prepared from quinazoline-2,4(1H,3H)-dione and methyl 5-(bromomethyl)-2-fluorobenzoate using a procedure similar to those described for the synthesis of compound of Example 1. 1H NMR (DMSO-d6): 11.75 (s, 1H), 8.00 (d, J=7.8 Hz, 1H), 7.84 (d, J=6.9 Hz, 1H), 7.67-7.55 (m, 2H), 7.32-7.21 (m, 3H), 5.32 (s, 2H), 3.81 (s, 3H). MS: m/z 329.1 [M+H]+.

Sources & evidence

ORD record
ord-994807d3cd9e4e61b82aad8227f60930
Source dataset
uspto-grants-2016_03
Patent number
US09290460B2

Reaction notes

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