Sodium Hydroxide → 2-Benzyl-6-bromo-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid

HRID 907290Notes

Reaction equation

[CH2:1]([N:8]1[CH:17]=[C:16]([C:18]([O:20]C)=[O:19])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Br:22])[CH:14]=2)[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH2:1]([N:8]1[CH:17]=[C:16]([C:18]([OH:20])=[O:19])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Br:22])[CH:14]=2)[C:9]1=[O:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of the product of Example 47 step i) (0.65 g) in methanol (10 mL) was added a 5M aqueous solution of sodium hydroxide (3.53 mL) and the mixture stirred at 70° C. for 2 hours. The reaction was concentrated to approximately half volume and acidified with acetic acid. The sub-title compound was collected by filtration (0.36 g).

Workup

concentrationThe reaction was concentrated to approximately half volume
filtrationThe sub-title compound was collected by filtration (0.36 g)

Sources & evidence

ORD record: ord-e99d25a35c9a44939875125804c429c1
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08012979B2

Reaction notes

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