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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278667Generated: October 31, 2026

Dimethylformamide → HCID 68281671, compound

https://huagongshe.com/reaction/2278667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantEthyl Indoline-2-carboxylateHCID 11949691—
SolventPyridineHCID 1049—
ProductHCID 68281671HCID 68281671—

Reaction Steps

16.6 g of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride and then 10 g of ethyl indoline-2-carboxylate are added to a solution of 12.6 g of o-benzyl-D-lactic acid in 30 ml of DMF and 10.6 ml of pyridine. The reaction medium is stirred at ambient temperature for 18 hours. The reaction medium is concentrated under reduced pressure to ⅔ of the volume of the reaction medium. Ethyl acetate and water are added. After settling out, the organic phase is dried over magnesium sulfate, filtered, and then concentrated under reduced pressure. The residue obtained is purified on a silica cartridge: eluent: gradient: heptane/ethyl acetate from 100/0 to 80/20, so as to give 7.24 g of 1-((R)-2-benzyloxypropionyl)-2,3-dihydro-1H-indole-2-carboxylic acid ethyl ester: diastereoisomer A, the characteristics of which are the following:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133168B2
Source datasetuspto-grants-2015_09
ORD IDord-81c374e5b6a94791aaa75a0f2fbc2d74
Source noteuspto-grants-2015_09