HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrazole → (r)-4-Bromo-5-(2-chloro-benzoylamino)-1-methyl-pyrazole-3-carboxylic acid (azepan-3-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | 1-Aminopiperidine | HCID 16658 | — |
| Reactant | 2-Chlorobenzoyl chloride | HCID 69110 | — |
| Reactant | Boc-D-Lys-OH | HCID 7018770 | — |
| Reactant | Benzyl (R)-3-((tert-butoxycarbonyl)amino)azepane-1-carboxylate | HCID 69152935 | — |
| Reactant | HCID 178461679 | HCID 178461679 | — |
| Product | (r)-4-Bromo-5-(2-chloro-benzoylamino)-1-methyl-pyrazole-3-carboxylic acid (azepan-3-yl)-amide | HCID 59773409 | — |
Reaction Steps
The pyrazole acid, prepared by coupling methyl ester 85 (Procedure 26) with 2-chlorobenzoyl chloride (21) followed by hydrolysis and bromination as shown in Procedure 8, was coupled to (R)-3-tert-butoxycarbonylaminoazepane-1-carboxylic acid benzyl ester (prepared as described in Procedure 23 using Boc-D-Lys-OH (Bachem, A-2705) followed by Cbz protection of the piperidine amine using the method of Procedure 30) using Procedure 3. Removal of the Cbz group using the method of Procedure 20 afforded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432379B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-068b87414bc64e778bb2510284b30118 |
| Source note | uspto-grants-2008_10 |