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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570452Generated: October 27, 2026

N-Benzylethylenediamine → 2-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-3-carboxylic acid (2-benzylamino-ethyl)-amide

https://huagongshe.com/reaction/570452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-BenzylethylenediamineHCID 77801—
Reactant3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66957982—
Reactant2-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-3-carboxylic acidHCID 66957991—
Product2-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-3-carboxylic acid (2-benzylamino-ethyl)-amideHCID 50924764—

Reaction Steps

This compound was prepared in an analogous manner as 3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl ester using N-benzylethylenediamine instead of 1-BOC-3-aminopyrrolidine and 2-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-3-carboxylic acid instead of 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid. LCMS (ESI) 392 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.95 (1H, br. s.) 11.66 (1H, br. s.) 8.27 (1H, t, J=5.73 Hz) 8.15 (1H, d, J=5.52 Hz) 7.48 (1H, d, J=5.86 Hz) 7.25-7.39 (6H, m) 7.15-7.24 (1H, m) 6.98 (1H, d, J=5.47 Hz) 6.92 (1H, d, J=0.10 Hz) 6.46 (1H, dd, J=3.42, 1.76 Hz) 3.73 (2H, s) 3.41 (2H, q, J=6.44 Hz) 2.68 (2H, t, J=6.56 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023847B2
Source datasetuspto-grants-2015_05
ORD IDord-1e661e69ee784e458458defea002c0e1
Source noteuspto-grants-2015_05