Triethylamine → N-(3,5-Difluoro-4-iodopyridin-2-yl)-N-(propylsulfonyl)propane-1-sulfonamide

HRID 710571Notes

Reaction equation

HRID 710571 reaction equation
[F:1][C:2]1[C:3]([NH2:10])=[N:4][CH:5]=[C:6]([F:9])[C:7]=1[I:8].C(N([CH2:16][CH3:17])CC)C.[CH2:18]([S:21](Cl)(=[O:23])=[O:22])[CH2:19][CH3:20]>C(Cl)Cl>[F:1][C:2]1[C:3]([N:10]([S:21]([CH2:18][CH2:16][CH3:17])(=[O:23])=[O:22])[S:21]([CH2:18][CH2:19][CH3:20])(=[O:23])=[O:22])=[N:4][CH:5]=[C:6]([F:9])[C:7]=1[I:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 662791-Propanesulfonyl chlorideHCID 673650093,5-Difluoro-4-iodopyridin-2-amine

Product 1

HCID 67366767N-(3,5-Difluoro-4-iodopyridin-2-yl)-N-(propylsulfonyl)propane-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred mixture of 3,5-difluoro-4-iodopyridin-2-amine (200 mg, 0.78 mmol) and triethylamine (240 mg, 2.34 mmol) in DCM (10 ml) at 0° C. was added n-propanesulfonyl chloride (0.28 g, 1.95 mmol). The mixture was allowed to warm to rt and was stirred for 2 h. It was then concentrated to provide the crude product, which was used in the next step without purification. MS m/z 469.1 (M+1).

Workup

  1. concentrationIt was then concentrated

Sources & evidence

ORD record
ord-17532e7223ff4aefaffa50e6197b610d
Source dataset
uspto-grants-2015_11
Patent number
US09181238B2

Reaction notes

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