Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Pentanamine | HCID 12019 | — |
| Reactant | HCID 86594945 | HCID 86594945 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 11385264 | HCID 11385264 | 49.4% |
Reaction Steps
A solution of 3-[2-(2-bromo-4-isopropyl-phenylamino)-4-chloro-6-methyl-pyrimidin-5-yl]-propionic acid ethyl ester (XII; 0.22 g, 0.50 mmol) in N-methylpyrrolidinone (2.5 mL) was treated with 1-ethyl-propylamine (0.22 g, 2.5 mmol) and heated to 130° C. in a sealed tube for 130 hours. The cooled reaction mixture was poured onto water (50 mL) and extracted with diethyl ether (3×50 mL). The combined extracts were washed with brine (50 mL), dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The brown solid was chromatographed over silica gel, eluting with 20% ethyl acetate in hexane, to provide 113 as a white solid (0.11 g, 43%; mp 124-126° C.; ESIMS m/z (M+H) 445).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07307082B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-c6015c8bb33b48a6bebfd8916d8d808c |
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| Source note | uspto-grants-2007_12 |
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