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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096373Generated: November 3, 2026

Benzenesulfonic Acid → 5-(6-(7-methyl-2.3-dihydrobenzofuran-5-carbonyl)pyrimidin-4-ylamino)-1,3-dihydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

https://huagongshe.com/reaction/2096373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic AcidHCID 7371—
Reactant(6-Chloro-pyrimidin-4-yl)-(7-methyl-2,3-dihydro-benzofuran-5-yl)-methanoneHCID 58181093—
Reactant5-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 59166722—
Solvent1-PentanolHCID 6276—
Product5-(6-(7-methyl-2.3-dihydrobenzofuran-5-carbonyl)pyrimidin-4-ylamino)-1,3-dihydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 58346323—

Reaction Conditions

Temperature85 °C

Reaction Steps

A spatula tip of benzenesulphonic acid was added to 70 mg (0.28 mmol) 5-amino-1,3-dihydrospiro[inden-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one and 0.10 g (0.26 mmol) (6-chloro-pyrimidin-4-yl)-(7-methyl-2,3-dihydro-benzofuran-5-yl)-methanone in 2 mL 1-pentanol and the mixture was stirred at 85° C. for 1 h. The reaction mixture was evaporated down, taken up in DMF, acidified with a few drops of hydrochloric acid and purified by preparative HPLC. The fractions containing the product were combined and freeze-dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450327B2
Source datasetuspto-grants-2013_05
ORD IDord-ac8923d46a2a46eb9863b5b2f3f23e82
Source noteuspto-grants-2013_05