HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → methyl (S)-1-((S)-2-(2-bromoacetyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Methyl (s)-1-((s)-2-(2-diazoacetyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate | HCID 131731308 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | methyl (S)-1-((S)-2-(2-bromoacetyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate | HCID 131732734 | 76.4% |
Reaction Steps
A mixture of Example 173D (70 mg, 0.236 mmol) in HOAc (0.6 mL) at ambient temperature was added 48% HBr (80 μL, 0.709 mmol). Mixture was stirred at ambient temperature for 1 hour. Mixture was poured into ice/H2O and extracted with CH2Cl2 (3×75 mL). Organic was dried (Na2SO4), filtered and concentrated afford 63 mg (76%) of the title compound. MS (ESI) m/z 350 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006387B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-b28b3428addd48e28e78278604c52be5 |
| Source note | uspto-grants-2015_04 |