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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240789Generated: October 29, 2026

Hydrochloric Acid → HCID 68736657, compound

https://huagongshe.com/reaction/240789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetyl chlorideHCID 6367—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 68737159HCID 68737159—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68736657HCID 68736657—

Reaction Steps

To a mixture of Example 64A (20 mg, 0.051 mmol) and diisopropylethylamine (0.063 mL, 0.35 mmol) in tetrahydrofuran (1.5 mL) was added acetyl chloride (0.013 mL, 0.17 mmol) and the reaction mixture was stirred at ambient temperature for about 1.5 hours. Hydrochloric acid (4 N in dioxane, 1.5 mL) was added and the mixture stirred at ambient temperature for about 16 hours. The solvent was removed under reduced pressure and the crude material was purified by reverse-phase HPLC using acetonitrile/water (0.05 M ammonium acetate) gradient elution method to afford the title compound as the acetate salt. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.35 (s, 1H), 8.57 (s, 1H), 8.22 (s, 1H), 7.81 (d, J=8.7 Hz, 1H), 7.48 (d, J=8.7 Hz, 1H), 7.33-7.42 (m, 5H), 5.64 (s, 2H), 2.13 (s, 3H). MS (ESI−) m/z 331 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648069B2
Source datasetuspto-grants-2014_02
ORD IDord-03ec266f3a0142d39d73ffe00a904ef0
Source noteuspto-grants-2014_02