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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570480Generated: October 30, 2026

3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide → 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-amino-1-(3-fluoro-phenyl)-ethyl]-amide

https://huagongshe.com/reaction/570480

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amideHCID 50924453—
Reactant3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid ((R)-1-pyrrolidin-2-ylmethyl)-amideHCID 66957558—
ReactantTert-butyl 2-amino-2-(3-fluorophenyl)ethylcarbamateHCID 76853774—
Product3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid [2-amino-1-(3-fluoro-phenyl)-ethyl]-amideHCID 50925197—

Reaction Steps

This compound was prepared in an analogous manner as 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid (2-amino-ethyl)-amide using tert-butyl [2-amino-2-(3-fluorophenyl)ethyl]carbamate instead of tert-butyl-2-amino ethyl carbamate. LCMS (ESI) 496 (M+H) followed by deprotection in an analogous manner as 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid ((R)-1-pyrrolidin-2-ylmethyl)-amide. LCMS (ESI) 396 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 12.42 (1H, br. s.) 10.87 (1H, s) 9.24 (1H, d, J=8.59 Hz) 8.20 (1H, br. s.) 8.01 (1H, d, J=6.78 Hz) 7.95 (1H, d, J=5.22 Hz) 7.41 (1H, dd, J=3.51, 2.59 Hz) 7.32 (1H, d, J=5.22 Hz) 7.18-7.27 (1H, m) 7.13-7.17 (1H, m) 7.10 (1H, dd, J=12.89, 1.61 Hz) 7.04 (1H, td, J=8.90, 3.29 Hz) 6.94 (1H, br. s.) 6.58 (1H, d, J=6.93 Hz) 5.32 (1H, dd, J=18.28, 4.32 Hz) 3.18 (1H, dd, J=11.86, 5.12 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023847B2
Source datasetuspto-grants-2015_05
ORD IDord-a831f1000940430ea365c23ed1edf676
Source noteuspto-grants-2015_05