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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640281Generated: October 26, 2026

Diisopropylethylamine → 5-(6-(2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-1-carbonyl)pyrimidin-4-ylamino)-1,3-dihydro-spiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

https://huagongshe.com/reaction/1640281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant1H,2H,3H-pyrrolo(3,2-c)pyridineHCID 12490979—
Reactant6-(2'-Oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl-amino)pyrimidine-4-carboxylic acid-hydrochlorideHCID 66722185—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-(6-(2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-1-carbonyl)pyrimidin-4-ylamino)-1,3-dihydro-spiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 49801090—

Reaction Steps

0.15 g (0.37 mmol) 6-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidine-4-carboxylic acid hydrochloride, 45 mg (0.38 mmol) 2,3-dihydro-1H-pyrrolo[3,2-c]pyridine, 0.15 mL (0.87 mmol) DIPEA and 0.13 g (0.41 mmol) TBTU in 1.8 mL DMF were stirred overnight at RT. Then the reaction mixture was mixed with water, the precipitate formed was suction filtered and dissolved in DMF/NMP. The purification was carried out by preparative HPLC-MS. The product-containing fractions were combined and lyophilised. A second purification was carried out by preparative HPLC-MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-cf910c5585fb4fffa7cd1487b996d1c5
Source noteuspto-grants-2012_02