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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74707Generated: October 29, 2026

O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → 7-Methoxy-3-{1-[6-(6-methoxy-2,3-dihydro-indole-1-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

https://huagongshe.com/reaction/74707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant6-methoxy-2,3-dihydro-1H-indoleHCID 6427549—
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—
Product7-Methoxy-3-{1-[6-(6-methoxy-2,3-dihydro-indole-1-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-oneHCID 42613305—

Reaction Steps

80 mg (0.20 mmol) 6-[4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]pyrimidine-4-carboxylic acid and 30 mg (0.20 mmol) 6-methoxy-2,3-dihydro-1H-indole in 50 μL (0.36 mmol) TEA and 1.5 mL DMF were combined with 70 mg (0.22 mmol) TBTU and the mixture was stirred for 1 h at RT. Then the reaction mixture was purified by preparative HPLC-MS. 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-8a183d8c4aef442eaeae3142f8b47597
Source noteuspto-grants-2014_09