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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640297Generated: November 2, 2026

Diisopropylethylamine → 5-(6-(5,6,7,8-tetrahydro-4H-thiazolo[5,4-d]azepine-6-carbonyl)pyrimidin-4-ylamino)-1,3-di-hydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

https://huagongshe.com/reaction/1640297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepineHCID 22620747—
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—
SolventDimethylformamideHCID 6228—
Product5-(6-(5,6,7,8-tetrahydro-4H-thiazolo[5,4-d]azepine-6-carbonyl)pyrimidin-4-ylamino)-1,3-di-hydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 49801980—

Reaction Steps

86 mg (0.21 mmol) 6-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidine-4-carboxylic acid hydrochloride, 37 mg (0.24 mmol) 5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine, 0.13 mL (0.72 mmol) DIPEA and 77 mg (0.24 mmol) TBTU in 1.0 mL DMF were stirred overnight at RT. The purification was carried out by preparative HPLC-MS. The product-containing fractions were combined and lyophilised.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-4b64c0ac052543fa97d1c39f7de965f7
Source noteuspto-grants-2012_02