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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524452Generated: October 31, 2026

Acetonitrile → Trifluoroacetic acid

https://huagongshe.com/reaction/524452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 89619557HCID 89619557—
SolventDichloromethaneHCID 6344—
ProductTrifluoroacetic acidHCID 642240.3%
ProductTrifluoroacetic acid waterHCID 223926750.05%
ProductHCID 86575329HCID 86575329—

Reaction Steps

To a solution of 1-tert-butyl 4-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3a-((E)-3-oxo-3-((1-(pyrimidin-2-yl)cyclopropyl)amino)prop-1-en-1-yl)-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylsuccinate (460 mg, 0.576 mmol) in dichloromethane (6 mL) was added TFA (3 mL, 0.576 mmol). The reaction mixture was stirred at r.t for 2 hs and evaporated in vacuo to afford crude product, which was purified by preparative-HPLC (Mobile Phase: A=0.05% TFA/H2O, B=MeCN) to give the title compound, trifluoroacetic acid salt (100 mg, 0.116 mmol, 20.19%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ=12.18 (br. s., 1H), 8.78-8.57 (m, 3H), 7.39-7.15 (m, 1H), 6.68 (d, J=16.1 Hz, 1H), 5.94 (d, J=16.1 Hz, 1H), 4.40 (dd, J=4.6, 11.2 Hz, 1H), 3.30-3.11 (m, 1H), 2.90-2.67 (m, 1H), 2.59-2.52 (m, 1H), 2.28-2.01 (m, 3H), 2.01-0.75 (m, 49H); LC/MS: m/z calculated 741.5. Found 742.4 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340513B2
Source datasetuspto-grants-2016_05
ORD IDord-da459cf6c19b4e4084da7a2247b3cead
Source noteuspto-grants-2016_05