HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-3-methylbenzoic acid → HCID 71059814, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-3-methylbenzoic acid | HCID 82131 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | Tert-butyl 3-aminopropanoate hydrochloride | HCID 16218890 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71059814 | HCID 71059814 | — |
Reaction Steps
Solid HATU (2.1 g, 5.6 mmol) was added to a DMF solution (25 mL) of 4-bromo-3-methylbenzoic acid (1.0 g, 4.7 mmol), i-Pr2Net (2.4 mL, 14.0 mmol), and β-alanine tert-butyl ester hydrochloride (845 mg, 4.7 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture was concentrated, diluted with EtOAc, washed with water, 1N KHSO4, water, saturated aqueous NaHCO3, and brine. The organic layer was dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045389B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-df3b01b02aee4876809a06bcfee33dc8 |
| Source note | uspto-grants-2015_06 |