Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242530Generated: October 25, 2026

Sodium Chloride → Enalapril

https://huagongshe.com/reaction/2242530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantL-ProlineHCID 145742—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantN-(1-ethoxycarbonyl-3-phenylpropyl)-L-alanineHCID 13044262—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
ProductEnalaprilHCID 5388962—

Reaction Steps

2.9 ml triethylamine was added to the mixture of 2.79 g of 1-((S)—N-(1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanine and 1.15 g of L-proline in 100 ml of acetonitrile and 5 ml DMF and during stirring 3.8 g O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate was added. The reaction mixture was stirred for further 30 minutes at room temperature. 300 ml of saturated NaCl solution was added and the mixture was extracted twice with 100 ml of ethyl acetate. Combined extracts were washed with 70 ml of water/1 ml of conc. HCl mixture and then with 130 ml of water, dried with Na2SO4 and evaporated at 40° C. in vacuum. 3.55 g of enalapril was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671215B2
Source datasetuspto-grants-2010_03
ORD IDord-59f5c79f793146ffb64f39a00dd9ca49
Source noteuspto-grants-2010_03