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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890399Generated: October 31, 2026

Hydrogen Bromide → (+/-)-Pyridine-2-carboxylic acid (4-oxo-2-pyrimidin-4-yl-4,5,6,7,8,9-hexahydro-1,4a,7-triaza-benzocyclohepten-9-yl)-amide

https://huagongshe.com/reaction/1890399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantEthyl 6,7,9,10-tetrahydro-4-oxo-10-[(2-pyridinylcarbonyl)amino]-2-(4-pyrimidinyl)pyrimido[1,2-d][1,4]diazepine-8(4H)-carboxylateHCID 44158890—
Product(+/-)-Pyridine-2-carboxylic acid (4-oxo-2-pyrimidin-4-yl-4,5,6,7,8,9-hexahydro-1,4a,7-triaza-benzocyclohepten-9-yl)-amideHCID 4415889256.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 0.075 g (0.17 mmol) of (+/−)-4-oxo-9-[(pyridine-2-carbonyl)-amino]-2-pyrimidin-4-yl-5,6,8,9-tetrahydro-4H-1,4a,7-triaza-benzocycloheptene-7-carboxylic acid ethyl ester (example 1) dissolved in 0.6 mL (3.44 mmol) of hydrobromic acid (33 wt % solution in glacial acetic acid). The resulting mixture was stirred at 100° C. for 8 hours, cooled and evaporated to dryness. Toluene was added to the residue and evaporated. MeOH added to the residue and evaporated. After an acido-basic work-up, the crude was triturated with diethyl ether and filtered to afford 0.035 g (45%) of the product as a white powder and free base.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507475B2
Source datasetuspto-grants-2013_08
ORD IDord-10f5b9c98a214064884670aa3fd7336f
Source noteuspto-grants-2013_08