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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065428Generated: November 1, 2026

(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

https://huagongshe.com/reaction/2065428

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1,3-dimethyl-1H-pyrazol-4-yl)methanamineHCID 1257622—
Reactantrac-(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 chlorideHCID 76776161—
SolventTriethylamineHCID 8471—
Productrac-(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)-amideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288431B2
Source datasetuspto-grants-2012_10
ORD IDord-7b74e84b70ba477c9ba4f207289428cf
Source noteuspto-grants-2012_10