MRK 560 → HCID 20781272, compound

HRID 2181278Notes

Reaction equation

HRID 2181278 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2([C:25]3[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=3[F:32])[CH2:16][CH2:15][CH:14]([NH:17][S:18]([C:21]([F:24])([F:23])[F:22])(=[O:20])=[O:19])[CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1>[Pd]>[C:5]1([S:8]([C:11]2([C:25]3[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=3[F:32])[CH2:12][CH2:13][CH:14]([NH:17][S:18]([C:21]([F:23])([F:24])[F:22])(=[O:20])=[O:19])[CH2:15][CH2:16]2)(=[O:9])=[O:10])[CH:4]=[CH:3][CH:2]=[CH:7][CH:6]=1

Participants

3

Reactant 1

HCID 11577204MRK 560

Product 1

HCID 20781272HCID 20781272, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of the product from Example 47 (0.28 g, 0.6 mmol) was flushed with nitrogen, 10% palladium on carbon (0.03 g, 10% w/w) was added, and the mixture was hydrogenated at 40 psi for 16 hours. Filtration and evaporation in vacuo gave the product (0.28 g, 99%). 1H NMR (CDCl3, 400 MHz): 1.61-1.68 (2H, m), 2.03-2.07 (2H, m), 2.44 (2H, bt, J=13.2), 2.63 (2H, bd, J=13.5), 3.78-3.82 (1H, m), 5.64 (1H, d, J=8.4), 6.78-6.85 (1H, m), 6.99-7.08 (2H, m), 7.38-7.43 (4H, m), 7.60-7.65 (1H, m).

Workup

  1. additionwas added
  2. filtrationFiltration and evaporation in vacuo

Sources & evidence

ORD record
ord-3d66628fd79f4298bd7a8a9714a8af8f
Source dataset
uspto-grants-2005_05
Patent number
US06890956B2

Reaction notes

Loading…