Ammonia methanol → HCID 46865576, compound

HRID 2043461Notes

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)_isonicotinatic 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-df66780276314495aec304b5f8f367d1
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08586591B2

Reaction notes

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