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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1033334Generated: October 27, 2026

Triethylamine → (2R*,4S*)-2-benzyl-1-(3,5-dibromobenzoyl)-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine

https://huagongshe.com/reaction/1033334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoic acid, 3,5-dibromo-HCID 12063—
ReactantThionyl ChlorideHCID 24386—
Reactant(2R*,4S*)-2-Benzyl-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamineHCID 57202094—
Product(2R*,4S*)-2-benzyl-1-(3,5-dibromobenzoyl)-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamineHCID 5715208752.1%

Reaction Steps

197 mg (0.70 mmol) of 3,5-dibromobenzoic acid (prepared according to J. Organometallic Chem. 215, 281 (198 1)) are reacted in analogy to Example 2a first with 2 ml (27 mmol) of thionyl chloride and subsequently with 200 mg (0.468 mmol) of (2R*,4S*)-2-benzyl-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine and 130 μl (0.936 mmol) of triethylamine to give the title compound (168 mg, 52%). TLC: methylene chloride/methanol/conc. ammonia (700:50:1) Rf =0.60, FD-MS: M+ =687, 689, 691.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05310743
Source datasetuspto-grants-1994_05
ORD IDord-4f7e492dd09f47d2971e423f8047956e
Source noteuspto-grants-1994_05