HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587391Generated: October 30, 2026
Diisopropylethylamine → [(3S,4R)-4-(4-Chloro-phenyl)-1-(5'-methanesulfonyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester
https://huagongshe.com/reaction/587391
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Bromo-5-(methylsulfonyl)pyridine | HCID 9899483 | — |
| Reactant | [(3S,4R)-4-(4-chloro-phenyl)-1-(piperidine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester | HCID 58303156 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [(3S,4R)-4-(4-Chloro-phenyl)-1-(5'-methanesulfonyl-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester | HCID 58303147 | — |
Reaction Steps
A mixture of 20 mg (0.043 mmol) [(3S,4R)-4-(4-Chloro-phenyl)-1-(piperidine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester, 11.2 uL (0.065 mmol) DIPEA and 12.8 mg (0.054 mmol) 2-bromo-5-(methylsulfonyl)pyridine in 1 mL DMF was heated to 60° C. over night. The mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt3 to yield after evaporation of the product containing fractions the title compound as light yellow viscous oil. MS m/e: 615.3 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09226916B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-bcc7188aac904e41b6aedd7310dd69be |
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| Source note | uspto-grants-2016_01 |
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