Lithium Hydroxide → HCID 57870819, compound

HRID 1898264Notes

Reaction equation

HRID 1898264 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].C[O:17][C:18]([C:20]1[C:25]([NH2:26])=[CH:24][CH:23]=[CH:22][N:21]=1)=[O:19].C1COCC1.[Li+].[OH-]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:26][C:25]2[C:20]([C:18]([OH:19])=[O:17])=[N:21][CH:22]=[CH:23][CH:24]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13]

Participants

6

Reactant 4

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 27807194-Chloro-3-(trifluoromethyl)benzenesulfonyl ChlorideHCID 9898880Methyl 3-aminopicolinate

Product 1

HCID 57870819HCID 57870819, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared from 0.60 g (2.17 mmol) of 4-chloro-3-trifluoromethyl-benzenesulfonyl chloride and 0.30 g (1.97 mmol) of 3-amino-pyridine-2-carboxylic acid methyl ester in 3 mL pyridine using procedure x. The solvent was switched to THF, followed by the addition of 1 M aqueous LiOH and the mixture stirred for 1 h. The pH of the mixture was adjusted to neutral and the product was extracted with ethyl acetate. LC-MSD, m/z for C13H8ClF3N2O4S [M+H]+=380.9, 383.0; HPLC retention time: 1.8 min.

Workup

  1. extractionwas extracted with ethyl acetate

Sources & evidence

ORD record
ord-c68f0bab9632404cac6e5bf1d0bb62ff
Source dataset
uspto-grants-2013_08
Patent number
US08519135B2

Reaction notes

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