Hydrochloric Acid → HCID 24759348, compound

HRID 598407Notes

Reaction equation

HRID 598407 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-7ee91f261ca74f35997615256b8b9a70
Source dataset
uspto-grants-2011_03
Patent number
US07897624B2

Reaction notes

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