Organic compounds for the treatment of imflammatory or alleric conditions

No description supplie

Organic compounds

Preparation of (benzylphenoxy)acetic acids and analogs as G-protein-coupled chemoattractant receptor CRTh2 antagonists for the treatment of inflammatory or allergic conditions

Organic compounds for the treatment of imflammatory or alleric conditions

No description supplie

Pyrrolopyridine derivatives and their use as CRTh2 antagonists

Pyrrolopyridines as CRTh2 receptor antagonists, their preparation, pharmaceutical compositions, and use in therapy

Organic compounds

Preparation of (benzylphenoxy)acetic acids and analogs as G-protein-coupled chemoattractant receptor CRTh2 antagonists for the treatment of inflammatory or allergic conditions

Studies on high-temperature amination reactions of aromatic chlorides using discrete Palladium-N-Heterocyclic Carbene (NHC) complexes and in situ palladium/imidazolium salt protocols

The palladium catalysed coupling of aryl chlorides and amines can be readily achieved with short reaction times when carried out at high temperatures under thermal or microwave conditions. These coupling protocols are successful using two co-ordinate palladium-N-heterocyclic carbene complexes, or imidazolium salt protocol

Pyrrolopyridine derivatives and their use as CRTh2 antagonists

Pyrrolopyridines as CRTh2 receptor antagonists, their preparation, pharmaceutical compositions, and use in therapy

Preparation of Pincer 4-Functionalized 2-Aminomethylbenzo[h]quinoline Ruthenium Catalysts for Ketone Reduction

15siReaction of 1-naphthylamine with ethyl benzoylacetate gives the corresponding benzoyl acetamide derivative 1, which undergoes cyclization to 4-phenylbenzo[h]quinolin-2(1H)-one (2) in the presence of H2SO4. Bromination with POBr3, followed by reaction with n-BuLi and DMF, gives 4-phenylbenzo[h]quinoline-2-carbaldehyde (4), which is converted to the corresponding oxime hydrochloride 5 with NH2OH·HCl. Hydrogenation of 5 catalyzed by 10% Pd/C (type 338) leads to 4-phenyl-2-aminomethylbenzo[h]quinoline hydrochloride (HCNNPh·HCl, 6) isolated in high yield. Similarly, the 4-methyl-2-aminomethylbenzo[h]quinoline derivative (HCNNMe·HCl, 12) is prepared starting from 1-naphthylamine and 2,2,6-trimethyl-4H-1,3-dioxin-4-one, following the route for 6. Reaction of RuCl2(PPh3)3 with a diphosphine (PP), the HCl salt 6, and NEt3 in 2-propanol leads to the pincer complexes RuCl(CNNPh)(PP) (PP = Ph2P(CH2)3PPh2, 13; Ph2P(CH2)4PPh2, 14; 1,1′-bis(diphenylphosphino)ferrocene, 15). The methyl derivatives RuCl(CNNMe)(PP) (PP = Ph2P(CH2)3PPh2, 16; Ph2P(CH2)4PPh2, 17; 1,1′-bis(diphenylphosphino)ferrocene, 18) are obtained in a similar way using 12 in place of 6. Treatment of [RuCl2(p-cymene)]2 with rac-BINAP, 6, and NEt3 affords RuCl(CNNPh)(BINAP) (19), isolated as a mixture of two diastereoisomers (3:4 molar ratio). The chiral RuCl(CNNPh)[(S,R)-JOSIPHOS] (20) is obtained as a single isomer from [RuCl2(p-cymene)]2, (S,R)-JOSIPHOS, and 6. Complexes 13-20 efficiently catalyze the transfer hydrogenation of acetophenone in 2-propanol at reflux in the presence of NaOiPr (2 mol%) with S/C = 5000-20-000 and at high rate (TOF up to 6.7 × 103 min-1). With complexes 13, 15, 17, and 18 several ketones of commercial-grade purity have been reduced to alcohols, including the bulky RCO(tBu) (R = Me, Ph) substrates. With 20 acetophenone is reduced to (S)-1-phenylethanol with 85% ee. The pincer complexes 13-15 and 18 are also found highly active in the hydrogenation of ketones at 40 °C with an S/C = 10-000, under 5 bar of dihydrogen in methanol and in the presence of 2 mol % of a base (NaOH, KOH, NaOMe).reservedmixedFacchetti, Sarah; Jurcik, Vaclav; Baldino, Salvatore; Giboulot, Steven; Nedden, Hans Günter; Zanotti-Gerosa, Antonio; Blackaby, Andrew; Bryan, Richard; Boogaard, Adrian; Mclaren, David B.; Moya, Eduardo; Reynolds, Steven; Sandham, Karl S.; Martinuzzi, Paolo; Baratta, WalterFacchetti, Sarah; Jurcik, Vaclav; Baldino, Salvatore; Giboulot, Steven; Nedden, Hans Günter; Zanotti Gerosa, Antonio; Blackaby, Andrew; Bryan, Richard; Boogaard, Adrian; Mclaren, David B.; Moya, Eduardo; Reynolds, Steven; Sandham, Karl S.; Martinuzzi, Paolo; Baratta, Walte