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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713228Generated: November 3, 2026

Isopropylamine → Trifluoroacetic acid

https://huagongshe.com/reaction/713228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropylamineHCID 6363—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 131734001HCID 131734001—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductTrifluoroacetic acidHCID 6422199.8%
ProductHCID 118159252HCID 118159252—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of propan-2-amine (31.5 μL, 0.366 mmol), (1-(6-benzyl-3-chloro-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-yl)piperidin-4-yl)(5-chloro-2-fluorophenyl)methanone TFA salt (112.4 mg, 0.183 mmol), sodium tert-butoxide (35.2 mg, 0.366 mmol), BINAP (17.1 mg, 0.027 mmol) and Pd2(dba)3 (8.4 mg, 9.16 μmol) in toluene (611 μL) was heated at 100° C. for 16 h. The mixture was purified by HPLC Method A to afford (1-(6-benzyl-3-(isopropylamino)-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-yl)piperidin-4-yl)(5-chloro-2-fluorophenyl)methanone as its TFA salt (41.7 mg, 35.8%) as a yellow film. ESI-MS m/z [M+H]+ 522.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181249B2
Source datasetuspto-grants-2015_11
ORD IDord-0457c549130d43399dd2e5714a0f6eba
Source noteuspto-grants-2015_11