Acetic Acid → 2-Benzyl-6-(5-(cyclopropylcarbamoyl)-2-methylphenyl)-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid

HRID 907278Notes

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]([C:22]3[CH:27]=[C:26]([C:28](=[O:33])[NH:29][CH:30]4[CH2:32][CH2:31]4)[CH:25]=[CH:24][C:23]=3[CH3:34])[CH:14]=2)[C:9]1=[O:35])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].C(O)(=O)C.O>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]([C:22]3[CH:27]=[C:26]([C:28](=[O:33])[NH:29][CH:30]4[CH2:31][CH2:32]4)[CH:25]=[CH:24][C:23]=3[CH3:34])[CH:14]=2)[C:9]1=[O:35])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of the product of step ii) (0.88 g) and 5N sodium hydroxide (2.3 mL) in methanol (20 mL) was heated at 50° C. for 2 hours and then allowed to cool to room temperature. The reaction mixture was treated with glacial acetic acid (1 mL) and then water (20 mL). The precipitate was collected by filtration, washed with water and dried under vacuum to afford the sub-title compound (0.77 g).

Workup

temperatureto cool to room temperature
filtrationThe precipitate was collected by filtration
washwashed with water
customdried under vacuum

Sources & evidence

ORD record: ord-66d17a2ef5894c0789da002983f94c2f
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08012979B2

Reaction notes

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