HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,5R)-1-(2-chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile → HCID 10401914, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,5R)-1-(2-chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile | HCID 16090854 | — |
| Reactant | Cyclopentanamine, 1-(methoxymethyl)- (9CI) | HCID 25220851 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 10401914 | HCID 10401914 | — |
Reaction Steps
To a stirred solution of (2S,5R)-1-(chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile (0.018 g, 0.09 mmol, Example 8D) in acetonitrile (1 mL) at room temperature was added 1-methoxymethyl-cyclopentylamine (17 mg, 0.13 mmol). The reaction mixture was stirred at room temperature for 18 hours, concentrated under reduced pressure and purified by flash chromatography with 3% methanol:dichloromethane to provide the titled compound. MS (ESI) m/z 290 (M+H)+; 1H NMR (CD3OD) δ 4.84 (m, 2H), 3.48 (m, 2H), 3.41 (s, 3H), 3.31 (m, 2H), 2.43 (d, 1H), 2.30-2.48 (m, 4H), 1.72-1.96 (m, 8H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637546B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-4932785e07fb4121ad73421791d8060c |
| Source note | uspto-grants-2014_01 |