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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846531Generated: November 2, 2026

Hydrochloric Acid → 4-methyl-6-(6-(2'-oxo-1.1'.2'.3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-ylamino)benzo[d]oxazol-2(3H)-one

https://huagongshe.com/reaction/1846531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant5-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 59166722—
Reactant6-(6-chloro-pyrimidin-4-ylamino)-4-methyl-3H-benzoxazol-2-oneHCID 86663894—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-methyl-6-(6-(2'-oxo-1.1'.2'.3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-ylamino)benzo[d]oxazol-2(3H)-oneHCID 66978372—

Reaction Conditions

Temperature130 °C

Reaction Steps

57 mg (0.23 mmol) 5-amino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one, 80 mg (0.23 mmol) 6-(6-chloro-pyrimidin-4-ylamino)-4-methyl-3H-benzoxazol-2-one and 69 mg (0.50 mmol) potassium carbonate were combined in 1.5 mL NMP and stirred for 2 h at 130° C. Then the reaction mixture was cooled, acidified with 1M aqueous hydrochloric acid solution and stirred for 1 h at 50° C. The reaction mixture was diluted with water, the precipitate was taken up in DMF and purified by preparative HPLC. The product-containing fractions were combined and freeze-dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-1cb3adddc6a84d27a683210f2ae11de3
Source noteuspto-grants-2015_02