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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182162Generated: October 31, 2026

Trifluoroacetic acid methylene chloride → 2-(4-Bromobenzyl)-8-(4-(SR)-phenylpyrrolidin-3-(RS)-ylmethyl)-2,8-diaza-spiro[4.5]decan-1-one

https://huagongshe.com/reaction/1182162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactant3-(RS)-[2-(4-Bromobenzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-(SR)-phenylpyrrolidine-1-carboxylic Acid Tert-Butyl EsterHCID 67369464—
Product2-(4-Bromobenzyl)-8-(4-(SR)-phenylpyrrolidin-3-(RS)-ylmethyl)-2,8-diaza-spiro[4.5]decan-1-oneHCID 67368710100.1%

Reaction Steps

To 510 mg (0.87 mmol) of 3-(RS)-[2-(4-bromobenzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-(SR)-phenylpyrroli-dine-1-carboxylic acid tert-butyl ester was added a solution of DCM/TFA 20% (12 mL). The reaction mixture was agitated for one hour at room temperature before quenching with 30 mL of aqueous solution of sodium hydroxide (1N). The solution was then extracted with DCM (2×20 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated in vacuo yielding Compound 3 as a pale yellow solid (420 mg, 99.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288548B2
Source datasetuspto-grants-2007_10
ORD IDord-bd8d522596704e75acd5a0b8e9877fd9
Source noteuspto-grants-2007_10