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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524451Generated: October 30, 2026

Acetonitrile → Trifluoroacetic acid

https://huagongshe.com/reaction/524451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 89619146HCID 89619146—
SolventDichloromethaneHCID 6344—
ProductTrifluoroacetic acidHCID 642211.4%
ProductTrifluoroacetic acid waterHCID 223926750.05%
ProductHCID 71610907HCID 71610907—

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-(pyridin-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, 0.577 mmol) in dichloromethane (6 mL) was added TFA (3 mL, 0.577 mmol). The reaction mixture was stirred at r.t for 2 hr 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 (30 mg, 0.033 mmol, 5.78%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ=12.16 (br. s., 1H), 8.80 (s, 1H), 8.42 (d, J=4.0 Hz, 1H), 7.66 (t, J=7.4 Hz, 1H), 7.29-7.06 (m, 2H), 6.69 (d, J=15.8 Hz, 1H), 5.97 (d, J=15.8 Hz, 1H), 4.40 (dd, J=4.6, 10.9 Hz, 1H), 3.27-3.13 (m, 1H), 3.02-2.87 (m, 1H), 2.80 (d, J=11.5 Hz, 1H), 2.59-2.52 (m, 1H), 2.30-0.73 (m, 51H); LC/MS: m/z calculated 740.5. Found 741.3 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340513B2
Source datasetuspto-grants-2016_05
ORD IDord-47877c4b85f342c1a27923d0992e62df
Source noteuspto-grants-2016_05