(S)-tert-butyl 2-(4-chlorophenyl)-3-oxo-3-(4-(5-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propyl(isopropyl)carbamate → HCID 44199251, compound

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Reaction Steps

(S)-tert-Butyl 2-(4-chlorophenyl)-3-oxo-3-(4-(5-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propyl(isopropyl)carbamate (25 mg, 0.041 mmol) in TFA (3 mL) was stirred for 30 minutes and then concentrated to dryness. The resulting residue was dissolved in minimal DCM (0.2 mL) and added to 2N HCl in ether. The resulting solid was filtered and dried under nitrogen to yield (S)-2-(4-chlorophenyl)-3-(isopropylamino)-1-(4-(5-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl)piperazin-1-yl)propan-1-one (16 mg, 77% yield) trihydro chloride. 1H NMR (400 MHz, DMSO-d6) δ 12.40 (br s, 1H), 8.96 (s, 1H), 8.77 (d, 1H), 8.45 (m, 1H), 8.13 (s, 1H), 7.89-7.84 (m, 1H), 7.52-7.45 (m, 3H), 7.41-7.32 (m, 3H), 6.74 (s, 1H), 4.66-4.61 (m, 1H), 3.90-3.15 (m, 10H), 3.00-2.96 (m, 1H), 2.82-2.75 (m, 1H), 1.23 (dq, 6H); m/z (APCI pos) 503.3 (100%) [M].

Provenance & Evidence