HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 118574239, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | (2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid | HCID 7009590 | — |
| Reactant | HCID 118574211 | HCID 118574211 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 118574239 | HCID 118574239 | 98.3% |
Reaction Steps
DIEA (712 mg, 972 μl, 5.51 mmol, Eq: 5.00) was added to a mixture of (S)-methyl 3-amino-5-((6-bromo-2-methoxynaphthalen-1-yl)methyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepine-9-carboxylate trifluoroacetate (660 mg, 1.1 mmol, Eq: 1.00), (S)-2-(tert-butoxycarbonyl(methyl)amino)propanoic acid (224 mg, 1.1 mmol, Eq: 1.0), HBTU (418 mg, 1.1 mmol, Eq: 1.0) and HOBT.H2O (149 mg, 1.1 mmol, Eq: 1.0) in DMF (12.5 mL) at 0° C. The mixture was warmed to RT, stirred for 1 h, diluted with EtOAc, washed with H2O, brine and dried over Na2SO4. The mixture was filtered and concentrated to afford the title compound (725 mg, 98%) as an off-white foam which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394263B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-c9f7e7485f1e4e48a22c7e9fee953b00 |
| Source note | uspto-grants-2016_07 |