Potassium Carbonate → HCID 58114915, compound

HRID 241762Notes

Reaction equation

CO[C:3]([C:5]1[C:10]([NH:11][C:12](=[O:22])[CH2:13][C:14]2[C:15]([Cl:21])=[N:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[Cl:21][C:15]1[C:14]([C:13]2[C:12](=[O:22])[NH:11][C:10]3=[N:9][CH:8]=[CH:7][N:6]=[C:5]3[C:3]=2[OH:4])=[CH:19][CH:18]=[C:17]([Cl:20])[N:16]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 3-[2-(2,6-dichloro-pyrid-3-yl)-acetylamino]-pyrazine-2-carboxylic acid methyl ester (Example 1.5) (1.16 g) and potassium carbonate (0.943 g) in dry N,N-dimethylformamide (20 ml) was heated to 100° C. for 3 hours. The reaction mixture was cooled to ambient temperature and diluted with ethyl acetate. The mixture was filtered and the solid was washed with further ethyl acetate. The solid was then suspended in water and the pH of the suspension adjusted to pH 2 by addition of aqueous hydrochloric acid (2M). The aqueous phase was filtered to give Compound No. A13 of Table A as a beige solid which was washed with a small amount of water, followed by diethyl ether and allowed to dry (0.380 g).

Workup

temperatureThe reaction mixture was cooled to ambient temperature
filtrationThe mixture was filtered
washthe solid was washed with further ethyl acetate
additionthe pH of the suspension adjusted to pH 2 by addition of aqueous hydrochloric acid (2M)
filtrationThe aqueous phase was filtered
customto give Compound No
washA13 of Table A as a beige solid which was washed with a small amount of water
customto dry (0.380 g)

Sources & evidence

ORD record: ord-7655135fb22649709850bca4864d5b54
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653078B2

Reaction notes

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