Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 12094341 | HCID 12094341 | — |
| Product | HCID 131727600 | HCID 131727600 | 95% |
Reaction Steps
160 μl (2.19 mmoles) of thionyl chloride is added to 4 ml of ethanol cooled down to −12° C. under a nitrogen atmosphere and the mixture is stirred for 30 minutes. Then a solution of 354 mg (0.45 mmoles) of 3-[[5-ethyl-6-[4-(1,2,3,4-tetrahydro-1,8-naphthyridin-7-yl)-1-piperidinyl]-4-pyrimidinyl]amino]-N-[(phenylmethoxy)carbonyl]alanine, bis(trifluoroacetate) in 13 ml of ethanol is added. The mixture is stirred for 30 minutes at −12° C. then left to return to ambient temperature and finally heated at 40° C. for 4 hours under nitrogen. The reaction medium is evaporated to dryness under vacuum and the residue crystallizes from a mixture of diisopropyl ether and of pentane and the solid is filtered. 284 mg (Yield=95%) of expected product is obtained in the form of an amorphous beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07582640B2 |
|---|
| Source dataset | uspto-grants-2009_09 |
|---|
| ORD ID | ord-703734797f4a4b2ab87a01193732dc21 |
|---|
| Source note | uspto-grants-2009_09 |
|---|