Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 69127637 | HCID 69127637 | — |
| Product | HCID 69127458 | HCID 69127458 | 100% |
Reaction Steps
A solution of 1,1-dimethylethyl 4-[(2-amino-4-cyano-5-methylphenyl)amino]-1-piperidinecarboxylate (D92) (2.55 mmol, 840 mg) in tetrahydrofuran (8 mL) was treated with N,N′-carbonyldiimidazole (3.83 mmol, 613 mg, 1.5 eq) under argon at room temperature, then the mixture was heated at 50° C. for 1 h, concentrated under reduced pressure, and the residue was treated with 10% aqueous sodium carbonate solution and extracted twice with ethyl acetate. The organics were combined, dried and concentrated under reduced pressure to give the title compound (3.23 mmol, 1.15 g, >100% yield). M+H 357.3, 301.2 (full molecule and fragment for loss of the tert-butyl group).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288412B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-97b861cf384d4ed191f2791b77aea861 |
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| Source note | uspto-grants-2012_10 |
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