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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570462Generated: October 26, 2026

(S(R*,R*))-2-amino-1-phenylpropane-1,3-diol → 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid ((1S,2S)-2-hydroxy-1-hydroxymethyl-2-phenyl-ethyl)-amide

https://huagongshe.com/reaction/570462

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S(R*,R*))-2-amino-1-phenylpropane-1,3-diolHCID 119881—
Reactant3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66957982—
Product3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid ((1S,2S)-2-hydroxy-1-hydroxymethyl-2-phenyl-ethyl)-amideHCID 66957797—

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 (1S,2S)-2-amino-1-phenyl-1,3-propanediol instead of 1-BOC-3-aminopyrrolidine. LCMS (ESI) 409 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.48 (1H, br. s.) 9.67 (1H, s) 7.99 (1H, d, J=5.37 Hz) 7.76 (1H, d, J=5.32 Hz) 7.45 (1H, d, J=8.64 Hz) 7.33 (1H, d, J=5.37 Hz) 7.27 (1H, dd, J=3.54, 2.22 Hz) 7.21-7.25 (2H, m) 7.10-7.21 (3H, m) 6.62 (1H, d, J=5.42 Hz) 6.36 (1H, dd, J=3.54, 1.73 Hz) 5.55 (1H, d, J=4.73 Hz) 4.90 (1H, dd, J=4.83, 3.17 Hz) 4.84 (1H, t, J=5.64 Hz) 4.07 (1H, dt, J=7.80, 5.30 Hz) 3.50 (1H, dt, J=10.58, 6.96 Hz) 3.40 (1H, dt, J=10.55, 5.34 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023847B2
Source datasetuspto-grants-2015_05
ORD IDord-a5a08be04af945468d99b8411f4ad9af
Source noteuspto-grants-2015_05