HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-chloropyridine → HCID 10200851, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-chloropyridine | HCID 66174 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | (S)-3-Cyclohexyl-2-(1-oxoisoindolin-2-yl)propanoic acid | HCID 1477119 | — |
| Reactant | (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide | HCID 9947513 | — |
| Product | HCID 10200851 | HCID 10200851 | 40.2% |
Reaction Steps
BOP coupling of (S)-3-Cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (prepared in Example 1, Step A; 287 mg; 1.00 mmol) and 2-amino-5-chloropyridine (129 mg; 1.00 mmol) in a manner similar to that used for the preparation of (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide (outlined in Example 1, Step B) provided after flash chromatography (eluent: 25% ethyl acetate/hexanes) 160 mg of (S)-3-Cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-5-chloro-pyridin-2-yl-propionamide as a white foam: EI-HRMS m/e calcd for C22H24N3O2ClNa(M++Na+) 420.1449, found 420.1451.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06482951B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-c6a178d81ded456bba83de5f51e30f29 |
| Source note | uspto-grants-2002_11 |