Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 14067409 | HCID 14067409 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 22641468 | HCID 22641468 | 21% |
Reaction Steps
A solution of 319 mg (0.92 mmol) of 4-chloro-7-methoxy-quinolin-2-ylamine in 20 ml of isopropanol was treated with 130 mg (1.83 mmol) of pyrrolidine and heated at 60° C. for 6 h. The reaction mixture was cooled to RT, concentrated in vacuo. The residue was applied to a silica gel column with hexane/AcOEt (1:1) as eluent. The purified fractions were combined and concentrated in vacuo upon which the desired product crystallized out. The crystals were filtered off and dried in a high vacuum to give 48 mg (21%) of 7-methoxy-4-pyrrolidin-1-yl-quinolin-2-ylamine hydrochloride as a light brown solid. EI mass spectrum, m/e: 243.2 (M calculated for C14H17N3O: 243).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06818767B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-318690c4ed104725b68a60b5535f62f2 |
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| Source note | uspto-grants-2004_11 |
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