HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-({Cyclopentyl-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-methyl)-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 2-(bromomethyl)benzoate | HCID 2734813 | — |
| Reactant | Cyclopentyl-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amine | HCID 86079884 | — |
| Product | 2-({Cyclopentyl-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-methyl)-benzoic acid | HCID 11539028 | 16.1% |
Reaction Steps
2-({Cyclopentyl-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-methyl)-benzoic acid (19 mg) was prepared following general method S2 using cyclopentyl-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amine (80 mg, 0.28 mmol), 2-bromomethyl-benzoic acid methyl ester (68 mg, 0.33 mmol) and NaH (34 mg, 60%, 0.84 mmol). Purification (Silica gel, ethyl acetate/hexane 5:95) provided the ester, which was hydrolyzed following general procedure T. Sodium 2-({cyclopentyl-[4-(4-isopropyl-phenyl)-thiazol-2-yl]-amino}-methyl)-benzoate was prepared following procedure J. LCMS m/z: 422 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820704B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-06ff8cbeb88c46b6b53138c589cdcc39 |
| Source note | uspto-grants-2010_10 |