HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 86694744, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2,4-dichloropyrimidine-6-carboxylate | HCID 239689 | — |
| Reactant | 3-cyclopropyl-1H-pyrazol-5-amine | HCID 2758014 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86694744 | HCID 86694744 | 111.5% |
Reaction Steps
A round-bottom flask was charged with methyl 2,6-dichloropyrimidine-4-carboxylate (6.9 g, 33.2 mmol), 5-cyclopropyl-1H-pyrazol-3-amine (4.13 g, 33.6 mmol), DIPEA (11.6 mL) and DMSO (40 mL). The reaction was stirred at RT for 4 h then H2O (150 mL) was added. The mixture was vigorously stirred for 20 min, the resulting precipitate was filtered and washed with water, then dried under high vacuum to afford 10.87 g (>100%) of methyl 2-chloro-6-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidine-4-carboxylate (212): MS (ESI) m/z=294.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637537B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-6c4946f9250d4ff7927a933753f15c7c |
| Source note | uspto-grants-2014_01 |