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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906413Generated: October 28, 2026

Hydrochloric Acid → HCID 59285266, compound

https://huagongshe.com/reaction/906413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86640966HCID 86640966—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59285266HCID 5928526627.7%

Reaction Steps

N-Cyclopropyl-3-fluoro-5-(4-formyl-2-(3-hydroxypropyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-4-methylbenzamide (Example 10e, 0.34 g) and 1-Boc-piperazine (0.30 g) were stirred together in DCE (10 ml) the overall pH of the reaction was adjusted to pH 6 by dropwise addition of glacial acetic acid. The mixture was stirred for 24 h, sodium triacetoxyborohydride (0.51 g) was added, and the resulting mixture was stirred at room temperature for 24 h. A solution of HCl in dioxan (5 mL of 4M) was added and the reaction mixture stirred for 2 h, evaporated to dryness and the residue purified by reverse phase preparative HPLC (Phenomenex column using a gradient of aqueous 0.2% ammonia in acetonitrile as eluent) to give the title compound (0.11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012980B2
Source datasetuspto-grants-2011_09
ORD IDord-59914b2145354ce5a5f371cf8327ee54
Source noteuspto-grants-2011_09