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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043484Generated: October 31, 2026

Acetic Acid → Tert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamate

https://huagongshe.com/reaction/1043484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAmmonium AcetateHCID 517165—
ReactantTert-butyl 4-formylpyridin-3-ylcarbamateHCID 14177126—
ReactantHCID 178516816HCID 178516816—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl [4-(3-hydroxy-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4',3'-f]azepin-2-yl)pyridin-3-yl]carbamateHCID 1607178369%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of (6Z)-5H-dipyrido[2,3-b:4′,3′-f]azepine-5,6(11H)-dione 6-oxime (80.0 mg, 0.333 mmol), tert-butyl-(4-formylpyridin-3-yl)carbamate, ammonium acetate (0.513 g, 6.66 mmol), water (0.12 mL) and acetic acid (0.76 mL) was stirred at 80° C. for 3 h. The solution was diluted with ethyl acetate and water, the organic solution was washed with brine, dried over MgSO4 and concentrated. The crude residue was purified by preparative LCMS to yield the desired product (102 mg, 69%). LCMS for C23H22N2O3(M+H)+: m/z=444.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563541B2
Source datasetuspto-grants-2013_10
ORD IDord-166f182f99d2494ca2d4e28802eaaf36
Source noteuspto-grants-2013_10