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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364701Generated: October 30, 2026

Ammonium Chloride → HCID 178455837, compound

https://huagongshe.com/reaction/2364701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant7-[[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,2-dimethyl-3H-benzofuran-4-carboxylic acidHCID 68107473—
ReactantHCID 178511579HCID 178511579—
SolventDichloromethaneHCID 6344—
ProductHCID 178455837HCID 17845583759.3%

Reaction Steps

7-[[(7R)-8-Cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-2,2-dimethyl-3H-benzofuran-4-carboxylic acid 4f (150 mg, 0.32 mmol), (trans)-4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexanamine 16b (76 mg, 0.32 mmol) and O-(benzotriazol-1-yl)-N,N,N′,N′-tetra methyluronium tetrafluoroborate (103 mg, 0.32 mmol) were dissolved in 20 mL of dichloromethane followed by the addition of diisopropylethylamine (103 mg, 0.80 mmol). The reaction solution was stirred for 2 hours. The resulting solution was added with 20 mL of saturated ammonium chloride solution, seperated, the organic phase was dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The residue was purified by preparation plate to obtain the title compound 7-[[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6-oxo-7H-pteridin-2-yl]amino]-N-[(trans)-4-[4-(cyclopropylmethyl)piperazin-1-yl]cyclohexyl]-2,2-dimethyl-3H-benzofuran-4-carboxamide 16 (130 mg, yield: 59.0%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691822B2
Source datasetuspto-grants-2014_04
ORD IDord-c2d8509f6075435c87d2acd12575a77e
Source noteuspto-grants-2014_04