HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Tartaric acid → N-(3-Hydroxy-3-methylbutyl)-N-{[2,4-dichlorophenyl]-methyl}-azetidine-3-yl-methylamine L-Tartrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Tartaric acid | HCID 444305 | — |
| Reactant | N-(3-hydroxy-3-methylbutyl)-N-{[2,4-dichlorophenyl]-methyl}-azetidine-3-yl-methylamine | HCID 57937779 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(3-Hydroxy-3-methylbutyl)-N-{[2,4-dichlorophenyl]-methyl}-azetidine-3-yl-methylamine L-Tartrate | HCID 86617386 | 92% |
Reaction Steps
L-Tartaric acid (31.2 mg, 0.208 mmol) is added to a solution of N-(3-hydroxy-3-methylbutyl)-N-{[2,4-dichlorophenyl]-methyl}-azetidine-3-yl-methylamine (69 mg, 0.208 mmol) in methanol (2 mL). The solution is stirred for 1.5 h at ambient temperature and concentrated. The solid is dried in a vacuum oven at 45° C. overnight to yield (92 mg, 92%) of the title product. 1H NMR (400 MHz, CD3OD) δH: 7.50-7.48 (2H, m), 7.37-7.35 (1H, m), 4.5 (2H, s), 4.13-4.08 (2H, m), 3.81-3.76 (2H, m), 3.69 (2H, s), 3.25-3.20 (1H, m), 2.84-2.82 (2H, m), 2.67 (2H, t, J=7.5 Hz), 1.70 (2H, t, J=7.3 Hz), 1.1 (6H, s). Mass spectrum (ion spray): m/z=331.2 (M+H). LCMS: Rt=0.61 (3 min method).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07615648B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-37c0d6c98e2144c985461fce45a91975 |
| Source note | uspto-grants-2009_11 |