HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 66207352, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2,5-Dibromo-4-chloro-1,3-thiazole | HCID 12333159 | — |
| Reactant | HCID 68993625 | HCID 68993625 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66207352 | HCID 66207352 | — |
Reaction Steps
Ethyl 2-amino-3-oxo-3-(4-(trifluoromethyl)phenyl)propanoate hydrochloride (20.00 g, 64.17 mmol), was prepared as described by Singh, J., Tetrahedron Letters 34 (2), 211-214 (1993), was charged into a 500 mL round-bottomed flask and mixed with MeOH (160 mL). Sodium borohydride (3.641 g, 96.25 mmol) was added to the above mixture slowly at 0° C. The cooling bath was removed after the addition. The mixture was stirred at room temperature for 2 hours, and then filtered through a silica gel column in a funnel. The silica gel was washed with 10% MeOH (2.0M NH3)—CH2Cl2. The filtrate was concentrated in vacuo, and the crude product was triturated with 25% EtOAc-Hexane to provide the pure product as a white solid. LCMS (API-ES) m/z (%): 278 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514566B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-2e11fc1310a440ada27b38f91edc9ef4 |
| Source note | uspto-grants-2009_04 |