HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417314Generated: October 31, 2026
Diphenylphosphinic chloride → (2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [2-methoxy-4-(tetrahydro-pyran-4-yloxy)-phenyl]amide
https://huagongshe.com/reaction/417314
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diphenylphosphinic chloride | HCID 73910 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Methoxy-4-((tetrahydro-2H-pyran-4-yl)oxy)aniline | HCID 58286341 | — |
| Reactant | (2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid trifluoroacetic acid | HCID 71723204 | — |
| Product | (2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [2-methoxy-4-(tetrahydro-pyran-4-yloxy)-phenyl]amide | HCID 53237983 | — |
Reaction Steps
In a manner similar to the method described in Example 5, chiral (2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carboxylic acid trifluoroacetic acid prepared in Example 136 (0.2 g, 0.35 mmol), was reacted with diisopropylethylamine (0.22 g, 1.7 mmol), diphenylphosphinic chloride (0.16 g, 0.69 mmol), then reacted with 2-methoxy-4-(tetrahydro-pyran-4-yloxy)-phenylamine prepared in Example 156 (0.1 g, 0.52 mmol) to give chiral (2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carboxylic acid [2-methoxy-4-(tetrahydro-pyran-4-yloxy)-phenyl]amide as a off white solid (Yield 0.08 g, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088815B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-5b672bca7184443882d794e5f4eeda0b |
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| Source note | uspto-grants-2012_01 |
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