HuagongsheHuagongshe Chemistry Print Report · For research reference only
B-(4-((2-Thiazolylamino)carbonyl)phenyl)boronic acid → (S)-4-(8-Amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(thiazol-2-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | B-(4-((2-Thiazolylamino)carbonyl)phenyl)boronic acid | HCID 44118748 | — |
| Reactant | (S)-Benzyl 2-(8-amino-1-bromoimidazo(1,5-a)pyrazin-3-yl)pyrrolidine-1-carboxylate | HCID 71233875 | — |
| Product | (S)-4-(8-Amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(thiazol-2-yl)benzamide | HCID 86720312 | 73.1% |
Reaction Steps
This intermediate was prepared, in an analogous manner as described for intermediate 2, from (S)-benzyl 2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate (Intermediate 1e) and commercially available N-2-thiazolyl 4-boronobenzamide to afford the title compound (229 mg, 73.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290504B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f29d5c75414e470ebe02568b1087aa5d |
| Source note | uspto-grants-2016_03 |