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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264700Generated: October 25, 2026

Sulfuric acid magnesium salt (1:1) → (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(5-methoxyindol-3-yl-methyl)-4-piperidinamine

https://huagongshe.com/reaction/264700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
Reactant5-Methoxyindole-3-carbaldehydeHCID 82758—
ReactantSodium borohydrideHCID 4311764—
Reactant(2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-4-piperidinamineHCID 53839030—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
Product(2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(5-methoxyindol-3-yl-methyl)-4-piperidinamineHCID 57096920—

Reaction Steps

200 mg (0.551 mmol) of (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-4-piperidinamine are reacted in analogy to Example 2g with 116 mg (0.661 mmol) of 5-methoxyindole-3-carboxaldehyde and 90 mg of magnesium sulfate in 2 ml of toluene and subsequently reduced with 22 mg (0.584 mmol) of sodium borohydride in 2 ml of methanol. The title compound ##STR95## is obtained (98 mg, 34%) as white foam. TLC:methylene chloride/methanol/conc. ammonia (1000:50:1) Rf =0.42, FD-MS:M+ =521, 523. IR:3460, 1630 cm-1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646144
Source datasetuspto-grants-1997_07
ORD IDord-5839ecc9d3a245e79728dd922682aff3
Source noteuspto-grants-1997_07