HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(tert-butoxycarbonyl)glycine → Tert-butoxycarbonylamino-acetic acid 4-[2-amino-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-4-ylamino]-benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | Benzenemethanol, 4-((2-amino-6-(5-chloro-2-ethoxyphenyl)-4-pyrimidinyl)amino)- | HCID 10406874 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butoxycarbonylamino-acetic acid 4-[2-amino-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-4-ylamino]-benzyl ester | HCID 68983979 | — |
Reaction Steps
To a stirred suspension of the title compound of Example 44 (0.400 g, 1.08 mmol), N-(tert-butoxycarbonyl)-glycine (0.227 g, 1.29 mmol) and 4-dimethyl-amino-pyridine (0.184 g, 1.51 mmol) in dichloromethane (20 ml) was added 1-[3-(dimethyl-amine)-propyl]-3-ethyl carboduimide (0.282 g, 1.51 mmol). After stirring for 6 hours, the mixture was purified by flash chromatography on silica gel eluting in ethyl acetate-hexane (2:3) to provide tert-butoxycarbonylamino-acetic acid 4-[2-amino-6-(5-chloro-2-ethoxy-phenyl)-pyrimidin-4-ylamino]-benzyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07419984B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-306c6a4a5b184c1fb9fcfab6784119dc |
| Source note | uspto-grants-2008_09 |