HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4'-chloro-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-2'-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2'-amino-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-4'-yl 4-methylbenzenesulfonate | HCID 86634333 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4'-chloro-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-2'-amine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278313B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-f4569003736d4e85ad208ea95dea4f3d |
| Source note | uspto-grants-2012_10 |