HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895649Generated: October 30, 2026
N,N'-Dimethylethylenediamine → HCID 57518463, compound
https://huagongshe.com/reaction/1895649
Participants
| Role | Name | HCID | Charge |
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| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bis(2-oxo-3-oxazolidinyl)phosphinic chloride | HCID 152842 | — |
| Reactant | (R)-7-[3-tert-butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid | HCID 59548952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57518463 | HCID 57518463 | 59.7% |
Reaction Steps
(R)-7-[3-tert-Butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid 2a (0.15 g, 0.27 mmol), bis(2-oxo-3-oxazolidinyl)phosphinic chloride (0.14 g, 0.54 mmol) and triethylamine (0.25 mL, 1.62 mmol) were dissolved in 10 mL of dichloromethane under stirring, and N,N′-dimethylethane-1,2-diamine (48 mg, 0.54 mmol) was then added to the solution. The reaction mixture was reacted at room temperature overnight and monitored by thin layer chromatography until the disappearance of the starting materials. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (R)-[3-[1-(2-dimethylamino-ethylcarbamoyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-3-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester 29a (0.1 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513411B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-49dc2d963ac74c0c9f2f782a456e21b0 |
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| Source note | uspto-grants-2013_08 |
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