HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-6-bromopyrazine-2-carboxylic acid → Tert-butyl 1-(2-(3-amino-6-bromopyrazine-2-carboxamido)-4-benzoylphenyl)piperidin-3-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-6-bromopyrazine-2-carboxylic acid | HCID 18521600 | — |
| Reactant | Tert-butyl 1-(2-amino-4-benzoylphenyl)piperidin-3-ylcarbamate | HCID 69043768 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl 1-(2-(3-amino-6-bromopyrazine-2-carboxamido)-4-benzoylphenyl)piperidin-3-ylcarbamate | HCID 86669181 | 30% |
Reaction Steps
Following method 11, tert-butyl 1-(2-amino-4-benzoylphenyl)piperidin-3-ylcarbamate was coupled to 3-amino-6-bromopyrazine-2-carboxylic acid with TEA (1.5 eq) in ACN at 55° C. for 48 hours. Concentrated, triturated in cold ACN, filtered, and dried in vacuo yielding tert-butyl 1-(2-(3-amino-6-bromopyrazine-2-carboxamido)-4-benzoylphenyl)piperidin-3-ylcarbamate (30%). LCMS (m/z): 595.1 (MH+); LC Rt=3.87 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822497B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-316fe55b69164094b10892019c99a8b3 |
| Source note | uspto-grants-2014_09 |