Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415615Generated: November 3, 2026

Acetic Acid → HCID 178505712, compound

https://huagongshe.com/reaction/2415615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-Fluorobenzylic alcoholHCID 68022—
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantCyano-borohydrideHCID 498716—
ReactantN-(7-chloroquinolin-4-yl)cyclohexane-1,4-diamineHCID 18391686—
SolventDichloromethaneHCID 6344—
ProductHCID 178505712HCID 178505712—

Reaction Steps

To 4-fluorobenzyl alcohol (9.2 mg, 0.073 mmol) was added Dess-Martin periodinane (31.0 mg, 0.073 mmol) in dichloromethane (2 mL). The mixture was stirred at room temperature for 0.5 hour and was added to a mixture of N-(7-chloroquinolin-4-yl)-cyclohexane-1,4-diamine (20 mg, 0.073 mmol), acetic acid (0.008 mg, 0.13 mmol) and MP-cyanoborohydride (51 mg, 0.219 mmol, Argonaut Technologies) in dichloromethane (5 mL). The mixture was stirred at room temperature for 18 hours, filtered and concentrated under reduced pressure to provide the τιτλεδ compound. MS(ESI) m/e 384 (M+H)+; 1H NMR (500 MHz, DMSO-D6) δ ppm 8.91 (br.s, 2 H), 8.75 (d, 1 H), 8.61 (d, 1 H), 7.97 (d, 1 H), 7.81 (dd, 1 H), 7.52 (dd, 1 H), 7.42 (d, 1 H), 7.37 (d, 1 H), 7.29 (td, 1 H), 4.25 (br.s, 2 H), 4.09 (br.s, 2 H), 1.76-2.13 (m, 8 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818772B2
Source datasetuspto-grants-2004_11
ORD IDord-f36bd8de86c74affacf0bcca32ea8290
Source noteuspto-grants-2004_11