Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4,4-Difluoropiperidine hydrochloride | HCID 2758351 | — |
| Reactant | HCID 59362943 | HCID 59362943 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 59362930 | HCID 59362930 | 77% |
Reaction Steps
A mixture of 1-[4-(2-chloro-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino)-phenyl]-cyclobutanecarboxylic acid methyl ester (0.36 g, 1 mmol), 4,4-difluoropiperidine hydrochloride (0.23 g, 1.5 mmol), diisopropylethylamine (0.5 mL, 3 mmol) in anhydrous isopropanol (10 mL) was heated to reflux for 48 hours. Thereafter, the mixture was cooled to a temperature in the range of 40° C. to 60° C. and concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed sequentially with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to yield a semi solid residue. Ether was added to the residue and the precipitates were filtered to afford the title compound as a white solid (0.34 g, 77% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989463B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-79b0265735c94401a2a34578b0683aec |
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| Source note | uspto-grants-2011_08 |
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