HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 131723201, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | HCID 131723200 | HCID 131723200 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131723201 | HCID 131723201 | 101.6% |
Reaction Steps
A solution of methyl 2-{N-methyl-N-[(R/S)-α-hydroxycarbonylmethyl-4-(3,5-bistrifluoromethylbenzyloxy)phenylacetyl]amino}-(R)-propionate 48f (0.3 g, 0.56 mmol), methylamine hydrochloride (68 mg, 1 mmol) and DIEA (0.35 mL, 2 mmol) in DMF (5 mL) was cooled in an ice bath and to it was added BOP (265 mg, 0.6 mmol). After stirring at room temperature for 1 hour, EtOAc was added and the solution was washed with NaHCO3 and brine, dried over MgSO4, and concentrated to give the amide (312 mg, 100%) as a solid. MS (ESI): (M+Na)+=571.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06376665B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-a097d24b70e04f8cb3f5f15550adcfdd |
| Source note | uspto-grants-2002_04 |