Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324403Generated: October 26, 2026

Diisopropylethylamine → (+/-)-2-[2-[[4-[5-(7-Ethyl-2-methyl-4H-benzo[5,6]cyclohept[1,2-d]oxazol-4-yl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]pyrimidin-2-yl]amino]acetylamino]-4-thiazoleacetic acid, ethyl ester

https://huagongshe.com/reaction/324403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 2-(2-(2-aminoacetamido)thiazol-4-yl)acetateHCID 54551034—
Reactant(+/-)-1-(2-Chloropyrimidin-4-yl)-5-(7-ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedioneHCID 88152174—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(+/-)-2-[2-[[4-[5-(7-Ethyl-2-methyl-4H-benzo[5,6]cyclohept[1,2-d]oxazol-4-yl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl]pyrimidin-2-yl]amino]acetylamino]-4-thiazoleacetic acid, ethyl esterHCID 131722503—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of the products from steps (viii) (0.65 g) and (ix) (1.025 g) and N,N-diisopropylethylamine (1.26 ml) in N-methylpyrrolidin-2-one (10 ml) was stirred at 90° C. for 24 hours. A further 0.342 g of product from step (ix) and N,N-diisopropylethylamine (0.5 ml) was added and heating continued for a further 24 hours. The solution was partitioned between 1N hydrochloric acid and ethyl acetate. The organic layer was washed with water, dried (MgSO4) and evaporated to give a brown oil which was purified by chromatography eluting with ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218376B1
Source datasetuspto-grants-2001_04
ORD IDord-0009afbe1b7e40a7879fbe983f6a5173
Source noteuspto-grants-2001_04