HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369597Generated: October 31, 2026
N-Methyldiethanolamine → HCID 85807772, compound
https://huagongshe.com/reaction/1369597
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Methyldiethanolamine | HCID 7767 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | Methyl phenylsulfonyl acetate | HCID 555619 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 85807772 | HCID 85807772 | 16.6% |
Reaction Steps
2-(Phenylsulfonyl)acetic acid, methyl ester (205 mg, 0.95 mmol) was dissolved in THF (20 ml), then treated with N-methyl-diethanolamine (111 μl, 0.97 mmol), 1,1′-(azodicarbonyl)-dipiperidine (483 mg, 1.91 mmol) then tributylphosphine (197 μl, 1.91 mmol). After 10 minutes the mixture was warmed to 40° C. After stirring for 3 hours the solvents were removed and the residue purified by flash column chromatography on silica gel eluted with 25-75% ethyl acetate in hexanes to give N-(N-methyl-4-(phenylsulfonyl)-isonipecotic acid, methyl ester (47 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06579889B2 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-90e301443a3a435ba6fc5be61e3239ae |
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| Source note | uspto-grants-2003_06 |
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