Ammonia methanol → HCID 46865576, compound

HRID 1187737Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][C:11]2[CH:12]=[C:13]([CH:17]=[C:18]([NH:20][C:21]3[CH:26]=[N:25][CH:24]=[CH:23][N:22]=3)[N:19]=2)[C:14](O)=[O:15])[CH3:9])=[CH:4][CH:3]=1.[NH3:27].CO>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:10][C:11]2[CH:12]=[C:13]([CH:17]=[C:18]([NH:20][C:21]3[CH:26]=[N:25][CH:24]=[CH:23][N:22]=3)[N:19]=2)[C:14]([NH2:27])=[O:15])[CH3:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 21705897Ammonia methanol

HCID 46865572HCID 46865572, compound

Product 1

HCID 46865576HCID 46865576, compound

Conditions

Temperature: 100 °C

Procedure

To 500 mg of (S)-2-[1-(4-fluorophenyl)ethylamino]-6-(pyrazin-2-ylamino) isonicotinic acid (Example 141), was added 15 ml of 7N ammonia/methanol solution and the mixture was stirred at 100° C. for 3 days in a sealed tube. The solvent of the reaction solution was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 310 mg of the objective compound as pale yellow powder.

Workup

distillationThe solvent of the reaction solution was distilled off under reduced pressure
customthe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-49fa108c14cd4459a4b43f61f54f3b95
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08673891B2

Reaction notes

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