Formic Acid → HCID 57445555, compound

HRID 1887986Notes

Reaction equation

HRID 1887986 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH:17]=2)[CH:5]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:7]=1.C(O)=O>[Pd].C(O)(C)C>[F:1][C:2]1[CH:3]=[C:4]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH:5]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:7]=1

Participants

5

Reactant 2

HCID 284Formic AcidHCID 59808798HCID 59808798, compound

Product 1

HCID 57445555HCID 57445555, compoundYield 81.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of 4-[3-fluoro-5-(methylsulfonyl)phenyl]-1,2,3,6-tetrahydropyridine (2.02 g, 7.9 mmol), palladium on carbon (0.56 g) and formic acid (1.9 ml) in isopropyl alcohol (60 ml) was hydrogenated at 50 psi for 24 h under hydrogen. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated and evaporated to dryness to give 1.66 g of crude product. MS m/z (relative intensity, 70 eV) 257 (M+, bp), 256 (80), 133 (21), 69 (25) 56 (99).

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-e8a43aa5129c4ba7966c6caef4192a6a
Source dataset
uspto-grants-2013_08
Patent number
US08501777B2

Reaction notes

Loading…