3//-Indoles, 3-chloro- 3-methyl-2-phenyl

The Reimer-Tiemann reaction has also been used to formylate 2,5-dimethylpyrrole and its iV-methyl derivative and indoles having methyl, methoxyl, and phenyl substituents. Significantly, 3-methylindole gave only 3-chloro-4-methylquinoline. ... 

As with the pyrroles, N-chloroamides have been widely employed in indole chlorination [66JOC2627 80H( 14)867 81JOC2054]. Chloroindolen-ines may be isolated under controlled conditions [80H( 14)867 81JOC2054], 2-Phenyl-, l-methyl-2-phenyl-and 3-methyl-2-phenyl-indoles were converted by 1-chloroisatin (NCI) into the 3-chloro derivatives... 

Recently, SB-269970 (l-[3-hydroxy-phenyl-sulphonyl]-2-[2-(4-methyl-l-piperidinyl)-ethyl] pyrrolidine) and SB-656104 (6-((R)-2- 2-[4-(4-chloro-phenoxy)-piperidin-l-yl]-ethyl pyrrolidine-l-sulphonyl)-lH-indole) have been reported to be potent 5-HT7 receptor antagonists (Hagan et al., 2000 Forbes et al., 2002). Selective 5-HT7 receptor agonists are not available at the present time. Systemic administration of SB-269970 or SB-656104 to rats at the beginning of the light period has been shown to reduce the total amount of REMS and to increase REMS latency. Values of W and SWS were not significantly modified (Hagan et al., 2000 Thomas et al., 2003). Hedlund et al. (2005) established that 5-HT7... 

Jbenzopyrano- [4,3-b] -1,4-oxazin-9-ol (S)-2-(6-chloro-5-fluoro-indol-l-yl)-l-methylethylamine (R)-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-lH-3-benzazepine-7-ol... 

Ml - INDOLE, 5-CHLORO-3-METHYL-2-(p-l2-11-PYRROLIDINYL)ETH0XY)PHENYL)-... 

A Suzuki coupling of 5-chloro-2-methyl-6-phenyl-2H-pyridazin-3-one (10) ultimately led to diazino-fused indole 11 and cinnoline 12 and allowed access to a novel pyrimidoisoquinoline ring system in a one-pot fashion <02T10137>. Mn(II)-azido networks of the type [Mn(N3)2(L)] like 13 with new 3-D topologies were obtained using both pyridazine and pyrimidine ligands <02CC64>. 

The 3-azido-3/f-indoles 3 undergo thermal rearrangement, upon refluxing in dimethylformamide, giving variable yields and ratios of quinazolines 4 and quinoxalines 5, along with the formation of the parent indoles 6. Thus, heating of 3-azido-5-chloro-3-methyl-2-phenyl-3//-indolc for 16 hours in dimethylformamide affords 6-chloro-4-methyl-2-phenylquinazoline (30%), 6-chloro-3-methyl-2-phenylquinoxaline (20%), and a trace of 5-chloro-3-methyl-2-phenyl-l//-indole. ... 

Merwade AY, Rajur SB, Basanagoudar LD (1990) Synthesis and antiallergic acitivities of 10-substituted-4-chloro-12-methyl(or phenyl)- ,2-dihydroquinoxalino[l,2-a]indoles. Indian J Chem B 29(12) 1113-1117... 

Typical experimental procednre for BMS-204352 To a solution of l,4-diazabicyclo[2.2.2]octane (35 mg, 0.31 mmol) in THF (1 mL) was added 3-(5-chloro-2-methoxy-phenyl)-6-trifluoro-methyl-l,3-dihydro-indol-2-one (48 mg, 0.14 mmol) at 20°C. The mixture was stirred for 30 minutes, and then the temperature was cooled to —78 °C. lV-fluoro-2-naphtoylquininium tetrafluoro-borate (F-2NaphtQN-Bp4) (99.4 mg, 0.17 mmol) was dissolved in a mixture of 3-mL CH3CN/4=mL CH2Cl2and added over a period of 1 hour. The mixture was stirred overnight during that time temperature rise from -78 °C to 0°C and then quenched with 8mL of water. The aqueous phase was extracted with... 

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