| Identification | Back Directory | [Name]
2,6-Dihydro-4H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester | [CAS]
1280210-79-8 | [Synonyms]
Omarigliptin Impurity 9
tert-butyl pyrrolo[3,4-c]pyrazole-5(2H,4H,6H)-carboxylate
tert-butyl 2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate
tert-butyl 4,6-dihydro-2H-pyrrolo[3,4-c]pyrazole-5-carboxylate
tert-butyl 4,6-dihy
dropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate
2,6-Dihydro-4H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester
2,6-Dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylic acid 1,1-dimethylethyl ester
Pyrrolo[3,4-c]pyrazole-5(4H)-carboxylic acid, 2,6-dihydro-, 1,1-dimethylethyl ester | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C10H15N3O2 | [MDL Number]
MFCD22565651 | [MOL File]
1280210-79-8.mol | [Molecular Weight]
209.24 |
| Chemical Properties | Back Directory | [Boiling point ]
366.0±42.0 °C(Predicted) | [density ]
1.243±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
14.52±0.20(Predicted) | [Appearance]
Off-white to light yellow Solid | [InChI]
InChI=1S/C10H15N3O2/c1-10(2,3)15-9(14)13-5-7-4-11-12-8(7)6-13/h4H,5-6H2,1-3H3,(H,11,12) | [InChIKey]
IBUNCTVDGYIKAP-UHFFFAOYSA-N | [SMILES]
N1C=C2CN(C(OC(C)(C)C)=O)CC2=N1 |
| Hazard Information | Back Directory | [Synthesis]
The reaction of tert-butyl 3-((dimethylamino)methylene)-4-oxopyrrolidine-1-carboxylate (1 g, 4.16 mmol, 1.00 eq.) with hydrazine hydrate (340 mg, 6.79 mmol, 1.63 eq.) in ethanol (10 mL) was stirred for 5 hours at room temperature. Upon completion of the reaction, the mixture was concentrated under vacuum and the resulting residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether as eluent (gradient elution from 1:5 to 1:2). The final product was 250 mg of tert-butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate in 29% yield as a yellow solid. The product was analyzed by LC/MS (Method C, ESI): retention time RT = 1.30 min, mass spectrum m/z ~ 210.0 [M + H]+. | [References]
[1] Patent: WO2013/127267, 2013, A1. Location in patent: Page/Page column 97; 98
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 19, p. 5361 - 5366
[3] Patent: EP3144310, 2017, A1 |
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