5-Bromo-2-(2-phenylacetamido)benzoate → 6-Bromo-3-(2-chlorophenyl)-4-hydroxyquinolin-2(1H)-one

HRID 627467Notes

Reaction equation

HRID 627467 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:12][C:13](=[O:22])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])=[C:6]([CH:11]=1)[C:7]([O:9]C)=O.BrC1C=CC(NC(=O)CC2C=CC=CC=2)=C(C=1)C([O-])=O.BrC1C=C2C(=CC=1)NC(=O)C(C1C=CC=CC=1)=C2O>>[Br:1][C:2]1[CH:11]=[C:6]2[C:5](=[CH:4][CH:3]=1)[NH:12][C:13](=[O:22])[C:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])=[C:7]2[OH:9]

Participants

4

Reactant 3

HCID 405484265-Bromo-2-(2-phenylacetamido)benzoateHCID 867160566-Bromo-4-hydroxy-3-phenylquinolin-2(1H)-oneHCID 86716059Methyl 5-bromo-2-(2-(2-chlorophenyl)acetamido)benzoate

Product 1

HCID 867160586-Bromo-3-(2-chlorophenyl)-4-hydroxyquinolin-2(1H)-one

Procedure

The title compound was prepared using methyl 5-bromo-2-(2-(2-chlorophenyl)acetamido)benzoate (Intermediate 2, step a) in place of 5-bromo-2-(2-phenylacetamido)benzoate using the procedure described for Intermediate 1, step b.

Sources & evidence

ORD record
ord-6578001394bf40b1b144d8abc17bba28
Source dataset
uspto-grants-2016_04
Patent number
US09309222B2

Reaction notes

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