Diphenyl Ether → Ethyl 7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate

HRID 2197690

Reaction equation

C1(OC2C=CC=CC=2)C=CC=CC=1.C(O[C:17](=[O:33])[C:18](=[CH:24][NH:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([CH3:32])[N:27]=1)[C:19]([O:21][CH2:22][CH3:23])=[O:20])C>CCCCCC>[CH2:22]([O:21][C:19]([C:18]1[C:17](=[O:33])[C:31]2[C:26](=[N:27][C:28]([CH3:32])=[CH:29][CH:30]=2)[NH:25][CH:24]=1)=[O:20])[CH3:23]

Participants

Conditions

Temperature: 250 °C

Procedure

A solution of diphenyl ether was heated to 250° C. and the product of Example 1a (2.50 g, 9.0 mmol) was added in several small portions over a period of about 5 min then heated at 250° C. for 30 min. After cooling to room temperature diluted with hexane. The resulting solid was filtered and was dried under vacuum giving the title compound as a tan solid (1.47 g, 71%).

Workup

temperatureAfter cooling to room temperature
filtrationThe resulting solid was filtered
customwas dried under vacuum

Sources & evidence

ORD record: ord-a1d2c090bb7344c68a13d0d54f93a80e
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338605B2

Linked notes

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