HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 7-Methoxy-naphthalene-2-sulfonic acid[1-(1-chloro-isoquinolin-7-ylmethyl)-2-oxopyrrolidin-3-(s)-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-methoxynaphthalene-2-sulfonyl Chloride | HCID 10515266 | — |
| Reactant | 3-(S)-Amino-1-(1-chloro-isoquinolin-7-ylmethyl)-pyrrolidin-2-one hydrochloride | HCID 20680708 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-Methoxy-naphthalene-2-sulfonic acid[1-(1-chloro-isoquinolin-7-ylmethyl)-2-oxopyrrolidin-3-(s)-yl]-amide | HCID 15545831 | 96.4% |
Reaction Steps
3-(S)-Amino-1-(1-chloro-isoquinolin-7-ylmethyl)-pyrrolidin-2-one hydrochloride (1.74 g, 5.6 mmol) is suspended in CH3CN (120 mL). To this solution is added triethylamine (2.35 mL, 16.9 mmol) followed by 7-methoxynaphthalene-2-sulfonyl chloride (1.52 g, 5.93 mmol). The mixture is stirred overnight, then concentrated to dryness. The crude product is purified by column chromatography eluting with a gradient of 2% MeOH/CH2Cl2 to 5% MeOH/CH2Cl2 to give the title compound (2.7 g, 5.4 mmol) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06281227B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-08f798de8cd14bdfa44f05c7f1b9e960 |
| Source note | uspto-grants-2001_08 |