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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570489Generated: October 31, 2026

HCID 50925351, compound → HCID 50923446, compound

https://huagongshe.com/reaction/570489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 50925351HCID 50925351—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 50923446HCID 5092344692.7%

Reaction Steps

To a solution of 2-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-3-carboxylic acid ((S)-2-azido-1-phenyl-ethyl)-amide (40 mg, 0.1 mmol), 5% Pd/C (cat) in methanol (5 mL) was subjected to an atmosphere of hydrogen (balloon). After completion the solution was filtered and concentrated in vacuo. The residue was purified by ISCO Companion (silica, 10% methanol, methylene chloride, 1% ammonium hydroxide) to afford 2-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-3-carboxylic acid ((S)-2-amino-1-phenyl-ethyl)-amide (35 mg) (ESI) 378 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 12.61 (1H, br. s.) 11.45 (1H, s) 9.32 (1H, d, J=8.20 Hz) 8.28 (3H, br. s.) 8.08 (1H, d, J=6.88 Hz) 7.75 (1H, d, J=5.81 Hz) 7.47 (2H, d, J=5.86 Hz) 7.33 (2H, dd, J=7.57, 1.81 Hz) 7.12-7.24 (3H, m) 6.81 (1H, dd, J=2.49, 1.22 Hz) 6.68 (1H, d, J=6.88 Hz) 5.28 (1H, dd, J=10.54, 4.73 Hz) 3.40 (1H, td, J=11.53, 5.44 Hz) 3.12 (1H, dd, J=7.39, 4.61 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023847B2
Source datasetuspto-grants-2015_05
ORD IDord-fc23eea2973747d084c67eea60b0c5be
Source noteuspto-grants-2015_05