Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boc-DL-valine | HCID 270655 | — |
| Reactant | HCID 53476045 | HCID 53476045 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86656007 | HCID 86656007 | 58% |
Reaction Steps
To a stirred solution of 2-tert-Butoxycarbonylamino-3-methyl-butyric acid (0.390 gm, 0.00179 moles) in CH2Cl2 (40 ml) was added at 0° C. The reaction mixture was then stirred for 15 minutes. To this stirred solution was added 2-Amino-N-[3-oxo-1-(2,4,5-trifluoro-benzyl)-3-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-propyl]-propionamide (0.860 gm, 0.00179 moles) at 0° C. The reaction mixture was then stirred for overnight. Dicyclohexyl urea was removed by filtration and filtrate was concentrated in vacuum. The residue was purified by silica gel chromatography using CH2Cl2/MeOH (9.7/0.3) as an eluent to yield (2-Methyl-1-{1-[3-oxo-1-(2,4,5-trifluoro-benzyl)-3-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-propylcarbamoyl]-ethylcarbamoyl}-propyl)-carbamic acid tert-butyl ester (Compound of formula 7) (Yield=0.7 gm, 58%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563517B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-f0b2a5977624400592d229f364c60d8a |
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| Source note | uspto-grants-2013_10 |
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