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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072147Generated: October 25, 2026

p-Toluenesulfonic acid → 5-[4-(1-Benzyl-1H-indol-5-ylamino)-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-1H-pyrrole-2-carboxylic acid (2-morpholin-4-YL-ethyl)-amide hydrochloride

https://huagongshe.com/reaction/1072147

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1-Benzyl-1H-indol-5-ylamineHCID 2794624—
Reactant5-(4-chloro-6-oxo-6,7-dihydro-pyrrolo[2,3-d]pyrimidin-5-ylidenemethyl)-1H-pyrrole-2-carboxylic acid (2-morpholin4-yl-ethyl)-amideHCID 86586502—
SolventDiglymeHCID 8150—
Product5-[4-(1-Benzyl-1H-indol-5-ylamino)-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-1H-pyrrole-2-carboxylic acid (2-morpholin-4-YL-ethyl)-amide hydrochlorideHCID 8658650042%

Reaction Conditions

Temperature177.5 °C

Reaction Steps

A mixture of 5-(4-chloro-6-oxo-6.7-dihydro-pyrrolo[2,3-d]pyrimidin-5-ylidenemethyl)-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide, 1-benzyl-1H-indol-5-ylamine and p-toluenesulfonic acid (5 mg) in 2 mL of 1-methyl-2-pyrrodinone and 2-methoxyethyl ether (1:3) was heated at 170-185° C. for 7 to 15 hours. The reaction mixture was evaporated to dryness and purified by reversed phase HPLC, then dissolved in 2N HCl and acetontrile and freeze-dried to give 13.5 mg (42%) of the title compound. MS 589.3 [M++1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908930B2
Source datasetuspto-grants-2005_06
ORD IDord-8f69d0a43ea34f6a85541e93aa2f72ea
Source noteuspto-grants-2005_06