Hydrochloric Acid → HCID 24759348, compound

HRID 1020204Notes

Reaction equation

HRID 1020204 reaction equation
[NH2:1][C:2]1[C:3]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([I:17])=[CH:13][C:12]=2[F:18])=[CH:4][C:5](=[O:9])[N:6]([CH3:8])[CH:7]=1.[CH:19]1([S:22](Cl)(=[O:24])=[O:23])[CH2:21][CH2:20]1.Cl>N1C=CC=CC=1>[F:18][C:12]1[CH:13]=[C:14]([I:17])[CH:15]=[CH:16][C:11]=1[NH:10][C:3]1[C:2]([NH:1][S:22]([CH:19]2[CH2:21][CH2:20]2)(=[O:24])=[O:23])=[CH:7][N:6]([CH3:8])[C:5](=[O:9])[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2760919Cyclopropanesulfonyl chlorideHCID 58990848HCID 58990848, compound

Product 1

HCID 24759348HCID 24759348, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 5-amino-4-(2-fluoro-4-iodophenylamino)-1-methylpyridin-2(1H)-one (62.3 mg, 0.174 mmol) in dry pyridine (3 mL) at 0° C. (ice-salt bath), was added cyclopropanesulfonyl chloride (29 mg, 0.206 mmol). The resultant reaction mixture was allowed to warm to room temperature and stirred for 16 hours. Aqueous HCl (1N) (5 mL) was added and the mixture stirred for 15 minutes, resulting in the formation of a precipitate which was isolated by filtration, dried under vacuum, to afford the desired compound as a tan solid. (64 mg, 79% yield)

Workup

  1. customThe resultant reaction mixture
  2. stirringthe mixture stirred for 15 minutes
  3. customresulting in the formation of a precipitate which
  4. customwas isolated by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-af69f244a27c40849b4455bc03b25aae
Source dataset
uspto-grants-2014_05
Patent number
US08716318B2

Reaction notes

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