2-METHYL-5-IODOPYRIDINE

20b. A solution of (S)-6-(trifluoromethyl)-3a-((triisopropylsilyl)oxy)-1, 2, 3, 3a-tetrahydro-4H-pyrrolo[2, 3-b]quinolin-4-one (125 mg, 0.293 mmol) in toluene (3 mL) was treated with [256] 1H-pyrazol-3-amine (500 mg, 6.02 mmol), [0235] To a solution of To a stirred solution of ethyl 2-hromo-2, 2difiuoroacetate (1.94 g, 9.56 mmoi) and 5 iodo-2methylpyridine (2M0 g, 9, 56 .mnao.l) in DM50 (45 mL) was added. Cu powder (?L20 18.8 nimol). The reaction mixture was heated. at 80 C fbr 20 hours. The mixture was allowed to cool to room tcinptrdturc fiitrcd through cebte and extractd ith tthsl acuatt. Fhc. combined organic phases werewashed 'with brine, dried over sodium sulfate, filtered, and concentrated. The concentrate was purified by column chromatography over silica gel (hexane./ ethyl acetate ::::5: 1) to afford the title compound as a colorless oil( 1 .16 g, 59%). 14 NMR (400 MHz. CDCIO d &75 (s, 1Ff), 7.81 (dd, J2.0 and 8.0Hz, iii), 7.26 (d, i 8.0 Hz, I H), . 4.32 (q, .[z7lHz. '2(1), 2.62 (s. 3M), 1.33 (t, J:::: 72Hz, 3M).

Molecular Weight:219.02
XLogP3:1.9
Hydrogen Bond Acceptor Count:1
Exact Mass:218.95450
Monoisotopic Mass:218.95450
Topological Polar Surface Area:12.9
Heavy Atom Count:8
Complexity:74.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes