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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096369Generated: November 1, 2026

Benzenesulfonic Acid → 3,4-dimethyl-6-(6-(2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-carbonyl)benzo[d]oxazol-2(3H)-one

https://huagongshe.com/reaction/2096369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic AcidHCID 7371—
Reactant6-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-oneHCID 58181162—
Reactant5-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 59166722—
Solvent2-PentanolHCID 22386—
Product3,4-dimethyl-6-(6-(2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-carbonyl)benzo[d]oxazol-2(3H)-oneHCID 58346322—

Reaction Steps

16.0 mg (0.100 mmol) benzenesulphonic acid were added to 126 mg (0.500 mmol) 5-amino-1,3-dihydrospiro[inden-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one and 152 mg (0.500 mmol) 6-(6-chloro-pyrimidin-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one in 5.0 mL of 2-pentanol and boiled for 4 h. The reaction mixture was evaporated down and purified by preparative HPLC. The fractions containing the product were combined, the organic solvent was eliminated i.vac. and the aqueous phase remaining was neutralised with 1M aqueous NaOH solution. The product precipitated as a solid was suction filtered, washed with water and dried i. vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450327B2
Source datasetuspto-grants-2013_05
ORD IDord-0d50a0d3c58a4faa9c2fdd511a3c7841
Source noteuspto-grants-2013_05