HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1,3-dimethyl-1H-pyrazol-4-yl)methanamine → rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid (1,3-dimethyl-1H-pyrazol-4-ylmethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1,3-dimethyl-1H-pyrazol-4-yl)methanamine | HCID 1257622 | — |
| Reactant | rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carbonyl chloride | HCID 76776161 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | rac-(2'S,3'S,4'S)-6-chloro-2'-(3-chloro-2-fluoro-phenyl)-4'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid (1,3-dimethyl-1H-pyrazol-4-ylmethyl)-amide | HCID 76021614 | — |
Reaction Steps
In a manner similar to the method described in Example 9, rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carbonylchloride prepared in Example 8 (57 mg, 0.12 mmol) was reacted with C-(1,3-dimethyl-1H-pyrazol-4-yl)methylamine (Oakwood) (22 mg, 0.18 mmol) and triethylamine to give rac-(2′S,3′S,4′S)-6-chloro-2′-(3-chloro-2-fluoro-phenyl)-4′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-1′-carboxylic acid (1,3-dimethyl-1H-pyrazol-4-ylmethyl)-amide as a white solid (Yield, 19 mg, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288431B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-7b74e84b70ba477c9ba4f207289428cf |
| Source note | uspto-grants-2012_10 |