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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059756Generated: November 1, 2026

Hydrochloric Acid → 4'-chloro-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-2'-amine

https://huagongshe.com/reaction/2059756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2'-amino-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-4'-yl 4-methylbenzenesulfonateHCID 86634333—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product4'-chloro-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-2'-amineHCID 86634334—

Reaction Steps

To a solution of the product from Example 1D (300 mg, 0.803 mmol) in CH2Cl2 (10 mL) was added HCl in dioxane (0.6 mL, 4M), and the mixture stirred at ambient temperature for 16 hours. The mixture was concentrated under reduced pressure, and the resulting residue was chromatographed on silica gel, eluting with 5-20% EtOAc/hexane, to provide the title product. 1H NMR (300 MHz, CDCl3) δ 4.79 (s, 2 H), 2.60 (t, J=6.35 Hz, 2 H), 2.02-2.13 (m, 2 H), 1.82-1.92 (m, 2 H), 1.63-1.79 (m, 6 H), 1.55-1.62 (m, 2 H). MS (DCI+) m/z 357 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278313B2
Source datasetuspto-grants-2012_10
ORD IDord-f4569003736d4e85ad208ea95dea4f3d
Source noteuspto-grants-2012_10