Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl D-alaninate hydrochloride | HCID 11182647 | — |
| Reactant | 7-Chloro-1,3,5-trimethyl-1H-pyrazolo[4,3-d]pyrimidine | HCID 13338407 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13338430 | HCID 13338430 | — |
Reaction Steps
D-alanine methyl ester hydrochloride (6 g, 0.043 mol) is dissolved in 30 ml of cold (5° C.) dimethylformamide and 7 ml (0.05 mol) of triethylamine is added dropwise. After stirring 15 minutes, 6 g of triethylamine hydrochloride is removed by filtering. To the filtrate is added 7 g (0.035 mol) of 7-chloro-1,3,5-trimethyl-1H-pyrazolo-[4,3-d]pyrimidine and another 6 ml of triethylamine. The mixture is stirred at 50°-55° C. for 60 hours and evaporated in vacuo. The residue is dissolved in 100 ml of methylene dichloride, washed with saturated sodium bicarbonate solution, dried over magnesium sulfate and evaporated in vacuo to give 7.6 g of slightly impure (R)-2-[1,3,5-trimethyl-1H-pyrazolo[4,3-d]pyrimidin-7-yl]aminopropionic acid, methyl ester, mp 68°-70° C. from ether as a dihydrate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04469868 |
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| Source dataset | uspto-grants-1984_09 |
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| ORD ID | ord-000209ce74db4d59889b7b7f6f3a1b7e |
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| Source note | uspto-grants-1984_09 |
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