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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929214Generated: November 2, 2026

Trifluoroacetic acid → HCID 90067364, compound

https://huagongshe.com/reaction/929214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 90042513HCID 90042513—
SolventDichloromethaneHCID 6344—
ProductHCID 90067364HCID 90067364—

Reaction Steps

TFA (0.1 mL) was added to a stirred mixture of 5-([1,1′-biphenyl]-4-yl)-N-((3aR,6R,6aS)-6-((tert-butyldimethylsilyl)-oxy)hexahydrofuro[3,2-b]furan-3-yl)-6-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridin-2-amine (minor isomer) (3.2 mg, 4.61 μmol) in DCM (0.5 ml) and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by preparative HPLC Reverse phase (C-18), eluting with acetonitrile/water+0.1% TFA, to give title compound. LC-MS: calculated for C24H21ClN4O3 448.13 observed m/e: 449.16 (M+H)+ (Rt 1.10/2 min); 1H NMR δ (ppm) (CD3OD): 7.72 (m, 5H), 7.61 (m, 1H), 7.49 (m, 3H), 7.54 (m, 1H), 4.61 (m, 3H), 4.31 (m, 1H), 4.14 (m, 1H), 4.03 (d, 1H), 3.91 (dd, 1H), 3.62 (dd, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290517B2
Source datasetuspto-grants-2016_03
ORD IDord-a85d7080e38c472eb5b988b3e7e6d5ce
Source noteuspto-grants-2016_03