Hydrochloric Acid → HCID 59759965, compound

HRID 1693117Notes

Reaction equation

HRID 1693117 reaction equation
C([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[S:21]([CH3:24])(=[O:23])=[O:22])C1C=CC=CC=1.Cl>O1CCOCC1.CO.[Pd]>[CH3:24][S:21]([C:10]1[CH:11]=[C:12]([C:15]2[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=2)[CH:13]=[CH:14][C:9]=1[NH2:8])(=[O:23])=[O:22]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59759974HCID 59759974, compound

Product 1

HCID 59759965HCID 59759965, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21966525Dioxane MethanolSolvent

Procedure

To a solution of benzyl-(2-methanesulfonyl-4-pyridin-4-yl-phenyl)-amine (2.0 g) in dioxane/methanol 1:1 (100 ml) was added 2N HCl (5 ml) and palladium black (1.0 g). The reaction mixture was hydrogenated at 1.1 bar and rt for 18 h. The catalyst was filtered off over a microfilter and washed with methanol. The filtrate was evaporated to dryness to obtain the desired compound (1.45 g) as a yellowish solid. MS (ISP): 249.1 (M+H)+

Workup

  1. filtrationThe catalyst was filtered off over a microfilter
  2. washwashed with methanol
  3. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-a6d1a102e1eb471e8dbeaa91cd56348e
Source dataset
uspto-grants-2012_04
Patent number
US08158655B2

Reaction notes

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