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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570458Generated: October 25, 2026

2-Amino-2-phenylethan-1-ol → 5-Methyl-3-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylicacid ((S)-2-hydroxy-1-phenyl-ethyl)-amide

https://huagongshe.com/reaction/570458

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-2-phenylethan-1-olHCID 134797—
Reactant3-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)thiophene-2-carboxylic acidHCID 66957440—
Reactant3-{[3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carbonyl]-amino}-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 66957982—
Reactant5-Methyl-3-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acidHCID 66958004—
Product5-Methyl-3-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylicacid ((S)-2-hydroxy-1-phenyl-ethyl)-amideHCID 66958022—

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 (S)-2-phenylglycinol instead of 1-BOC-3-aminopyrrolidine and 5-Methyl-3-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid of 3-(1H-Pyrrolo[2,3-b]pyridin-4-ylamino)-thiophene-2-carboxylic acid. LCMS (ESI) 393 (M+H) 1H NMR (400 MHz, DMSO-d6) δ ppm 11.51 (1H, br. s.) 10.26 (1H, s) 8.12 (1H, d, J=8.05 Hz) 8.01 (1H, d, J=5.42 Hz) 7.31-7.38 (2H, m) 7.25-7.31 (4H, m) 7.17-7.24 (1H, m) 6.79 (1H, d, J=5.47 Hz) 6.39 (1H, dd, J=3.54, 1.98 Hz) 5.07 (1H, td, J=7.71, 5.76 Hz) 4.90 (1H, t, J=5.76 Hz) 3.56-3.74 (2H, m, J=11.13, 11.13, 10.97, 5.76 Hz) 2.52 (3H, d, J=1.07 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023847B2
Source datasetuspto-grants-2015_05
ORD IDord-cf1991ec98924bcd92910336840b52bf
Source noteuspto-grants-2015_05