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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1489476Generated: October 26, 2026

Triethylamine → (S)-N-[1-(amino-imino-methyl)-piperidin-3-ylmethyl]-benzamide (R)-hydroxy-phenylacetate

https://huagongshe.com/reaction/1489476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonic acid, aminoimino-HCID 9877361—
Reactant(R)-N-piperidin-3-ylmethyl-benzamide (R)-hydroxy-phenyl-acetateHCID 70050196—
SolventDimethylformamideHCID 6228—
Product(S)-N-[1-(amino-imino-methyl)-piperidin-3-ylmethyl]-benzamide (R)-hydroxy-phenylacetateHCID 8674861562.4%

Reaction Steps

Bc) 19.3 g of the mandelic acid salt obtained under Bb) are suspended in 193 ml of DMF, treated with 21.7 ml of triethylamine and 7.75 g of formamidinesulfonic acid and stirred at room temperature. The reaction mixture is evaporated and the residue is chromatographed on RP-18 silica gel with a water-acetonitrile gradient. There are isolated 13.4 g of (S)-N-[1-(amino-imino-methyl)-piperidin-3-ylmethyl]-benzamide (R)-hydroxy-phenyl-acetate (1:1), MS (FAB): 218 M-(H2N--CN).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05677448
Source datasetuspto-grants-1997_10
ORD IDord-2c73f8d2c19a425893bff09943551c0a
Source noteuspto-grants-1997_10