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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2399550Generated: October 31, 2026

Triethylamine → HCID 67619068, compound

https://huagongshe.com/reaction/2399550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPropyl methanesulfonateHCID 74705—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67619063HCID 67619063—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67619068HCID 6761906827.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

Into 2 ml of DMF were dissolved 200 mg (0.68 mmol) of cis-3-amino-4-methyl-1-(1-methylindazol-3-ylcarbonyl)pyrrolidine hydrochloride and 0.11 ml (0.81 mmol) of triethylamine, and 188 mg (1.36 mmol) of n-propyl methanesulfonate was added under ice cooling. Then, the mixture was stirred for 5 hours at room temperature, for 3 hours at 60° C. and further for 5 hours at 70° C. After addition of water, the solution was made alkaline with sodium bicarbonate, which was then extracted with methylene chloride. After washed with saturated saline solution and dried over anhydrous magnesium sulfate, the solution was concentrated under reduced pressure to obtain crude oil. This was subjected to silica gel column chromatographic purification (methylene chloride:methanol=20:1) to obtain 57 mg (27.9%) of aimed compound (pale yellow oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05449787
Source datasetuspto-grants-1995_09
ORD IDord-d23e2156380046fdbdd899db325f0639
Source noteuspto-grants-1995_09