Ammonia methanol → HCID 46940875, compound

HRID 1959946Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[N:11][CH:12]=[C:13]3[C:18]=2[N:17]=[C:16]([C:19](OCC)=[O:20])[CH:15]=[CH:14]3)[CH:5]=[CH:6][C:7]=1[OH:8].[NH3:24].CO>>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:10]=[N:11][CH:12]=[C:13]3[C:18]=2[N:17]=[C:16]([C:19]([NH2:24])=[O:20])[CH:15]=[CH:14]3)[CH:5]=[CH:6][C:7]=1[OH:8]

Participants

Reactant 2

HCID 21705897Ammonia methanol

HCID 66730448HCID 66730448, compound

Product 1

HCID 46940875HCID 46940875, compoundYield 56%

Conditions

Temperature: 80 °C

Procedure

Ethyl 8-(3-fluoro-4-hydroxyphenyl)-1,6-naphthyridine-2-carboxylate (100 mg, 0.32 mmol) synthesized in Example 1 (1a) was dissolved in a 7M ammonia-methanol solution (10 mL), followed by stirring while heating at 80° C. for three hours. After cooling the resulting reaction liquid to room temperature, a precipitated solid was collected by filtration to give the desired title compound (51 mg, yield 56%).

Workup

temperatureAfter cooling
customthe resulting reaction liquid to room temperature
filtrationa precipitated solid was collected by filtration

Sources & evidence

ORD record: ord-12927331ae2b45e084c81837eae7f38d
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08410273B2

Reaction notes

Loading…