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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74658Generated: October 27, 2026

O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 3-{1-[6-(4,4-dimethyl-4.7-dihydro-5H-thieno[2,3-c]pyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one

https://huagongshe.com/reaction/74658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant4,4-Dimethyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridineHCID 58117497—
Reactant6-[4-(7-Methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]pyrimidine-4-carboxylic acidHCID 58386616—
SolventDimethylformamideHCID 6228—
Product3-{1-[6-(4,4-dimethyl-4.7-dihydro-5H-thieno[2,3-c]pyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-oneHCID 58386400—

Reaction Steps

84 mg (0.21 mmol) 6-[4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylic acid, 40 mg (0.24 mmol) 4,4-dimethyl-4,5,6,7-tetra-hydro-thieno[2,3-c]pyridine, 34 μL (0.24 mmol) TEA and 77 mg (0.24 mmol) TBTU were stirred in 1 mL DMF overnight at RT. The reaction mixture was purified by HPLC. The product-containing fractions were combined and freeze-dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829006B2
Source datasetuspto-grants-2014_09
ORD IDord-a60ac63c16a24b778c5b926ca441fc35
Source noteuspto-grants-2014_09