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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268597Generated: October 27, 2026

Diisopropylethylamine → 3-[(3-Chloro-5-methoxy-benzoyl)-isopropyl-amino]-propionic acid methyl ester

https://huagongshe.com/reaction/2268597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantMethyl 3-[(propan-2-yl)amino]propanoateHCID 12774812—
Reactant3-Chloro-5-methoxybenzoic acidHCID 12909341—
SolventDimethylformamideHCID 6228—
Product3-[(3-Chloro-5-methoxy-benzoyl)-isopropyl-amino]-propionic acid methyl esterHCID 69948825102.1%

Reaction Steps

To a stirred solution of 3-chloro-5-methoxy-benzoic acid (0.932 g), TBTU (3.21 g) and in DMF (10 ml) was added DIPEA (1.73 ml) followed by 3-isopropylamino propionic acid methyl ester (0.871 g) after 10 min. The reaction mixture was stirred at room temperature for 48 h and then concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic phase was washed with further water and 2M aqueous sodium hydroxide, water and dried with brine and over sodium sulphate and concentrated under reduced pressure to give the title compound as a brown oil (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326386B1
Source datasetuspto-grants-2001_12
ORD IDord-dc6c1c94c12141539f7f9e9ad0967479
Source noteuspto-grants-2001_12