2-bromo-1,1,1-trifluoroethane

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 2,2,2-trifluoroethyl bromide (9.8 g), sodium sulphide nonahydrate (14.4 g), sulphur (1.9 g), hexadecyl tributyl phosphonium bromide (1.0 g) and water (18.0 g) was charged to a Carius tube under a nitrogen atmosphere and the tube sealed. The tube was heated to 70° C. for 8 hours, cooled and the contents subjected to steam distillation to give bis-(2,2,2-trifluoroethyl) disulphide as an oil in a yield of 67° C. The product was identified by GC-mass spectroscopy. was charged to a Carius tube under a nitrogen atmosphere the tube sealed cooled the contents subjected to steam distillation

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 2,2,2-trifluoroethyl bromide (9.8 g), sodium sulphide nonahydrate (14.4 g), sulphur (1.9 g), hexadecyl tributyl phosphonium bromide (1.0 g) and water (18.0 g) was charged to a Carius tube under a nitrogen atmosphere and the tube sealed. The tube was heated to 70° C. for 8 hours, cooled and the contents subjected to steam distillation to give bis-(2,2,2-trifluoroethyl) disulphide as an oil in a yield of 67° C. The product was identified by GC-mass spectroscopy. was charged to a Carius tube under a nitrogen atmosphere the tube sealed cooled the contents subjected to steam distillation

反応条件: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Add 5-hydroxy-2-methyl-pyridine (3.3 g, 30.6 mmol), potassium carbonate (17 g, 122.4 mmol) and 2-bromo-1,1,1-trifluoroethane (10 g, 61.2 mmol) to a flask containing DMF (60 mL) and heat to 95° C. for 20 h. Cool the mixture, dilute with aqueous 10% NaCl (20 mL) and extract with hexane/EtOAc (1:1, 100 mL). Filter the bi-phasic mixture through Celite®, separate and wash the organic layer with aqueous 10% NaCl (3×50 mL) and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1 to 1:1) to obtain the desired intermediate (4.1 g, 70%). Cool the mixture extract with hexane/EtOAc (1:1, 100 mL) Filter the bi-phasic mixture through Celite® separate wash the organic layer with aqueous 10% NaCl (3×50 mL) concentrate in vacuo Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1 to 1:1)

反応条件: temp:95.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Add 5-hydroxy-2-methyl-pyridine (3.3 g, 30.6 mmol), potassium carbonate (17 g, 122.4 mmol) and 2-bromo-1,1,1-trifluoroethane (10 g, 61.2 mmol) to a flask containing DMF (60 mL) and heat to 95° C. for 20 h. Cool the mixture, dilute with aqueous 10% NaCl (20 mL) and extract with hexane/EtOAc (1:1, 100 mL). Filter the bi-phasic mixture through Celite®, separate and wash the organic layer with aqueous 10% NaCl (3×50 mL) and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1 to 1:1) to obtain the desired intermediate (4.1 g, 70%). Cool the mixture extract with hexane/EtOAc (1:1, 100 mL) Filter the bi-phasic mixture through Celite® separate wash the organic layer with aqueous 10% NaCl (3×50 mL) concentrate in vacuo Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1 to 1:1)

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The general procedure of Example 56 was repeated using (4-pentyl-4-phenyl-4-silacyclohexyl)methyltriphenylphosphonium iodide, 4'-formyl-3-fluoro-4-(t-butyldimethylsiloxy)biphenyl and 1-bromo-2, 2,2-trifluoroethane, thereby obtaining the intended compound. obtaining the intended compound

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The general procedure of Example 38 was repeated using 4-(t-butyldimethylsiloxy)benzyltriphenylphosphonium bromide, 4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexane carbaldehyde, and 1-bromo-2,2,2-trifluoroethane, thereby obtaining the intended compound. obtaining the intended compound

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The general procedure of Example 38 was repeated using 4-(t-butyldimethylsiloxy)benzyltriphenylphosphonium bromide, 4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexane carbaldehyde, and 1-bromo-2,2,2-trifluoroethane, thereby obtaining the intended compound. obtaining the intended compound

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The general procedure of Example 17 was repeated using 4-n-pentyl-4-phenyl-4-silacyclohexanone, 4-bromo-1-(t-butyldimethylsiloxy)benzene and 1-bromo-2,2,2-trifluoroethane, thereby obtaining the intended compound. obtaining the intended compound

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The general procedure of Example 17 was repeated using 4-n-pentyl-4-phenyl-4-silacyclohexanone, 4-bromo-1-(t-butyldimethylsiloxy)benzene and 1-bromo-2,2,2-trifluoroethane, thereby obtaining the intended compound. obtaining the intended compound

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 2,2,2-trifluoroethyl bromide (9.8 g), sodium sulphide nonahydrate (14.4 g), sulphur (1.9 g), hexadecyl tributyl phosphonium bromide (1.0 g) and water (18.0 g) was charged to a Carius tube under a nitrogen atmosphere and the tube sealed. The tube was heated to 70° C. for 8 hours, cooled and the contents subjected to steam distillation to give bis-(2,2,2-trifluoroethyl) disulphide as an oil in a yield of 67° C. The product was identified by GC-mass spectroscopy. was charged to a Carius tube under a nitrogen atmosphere the tube sealed cooled the contents subjected to steam distillation

反応条件: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A solution of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline (D12) (200 mg, 0.55 mmol) in dry THF (2 ml) was treated with sodium hydride (24 mg, 0.6 mmol, 60% oil dispersion), and 1-bromo-2,2,2-trifluoroethane (815 mg, 5 mmol). The mixture was heated to 100° C. for 4 days then cooled, evaporated and the residue subjected to purification by flash chromatography on silica gel (eluting with dichloromethane-methanol-aq. NH3) to give the free base form of the title compound. This was treated with 1M HCl in ether then crystallised from isopropanol to give the title compound (E8) as a yellow solid: then cooled evaporated the residue subjected to purification by flash chromatography on silica gel (eluting with dichloromethane-methanol-aq. NH3)