Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 44578670 | HCID 44578670 | — |
| Solvent | Cyclopropylamine | HCID 69828 | — |
| Product | Isonicotinamide | HCID 15074 | 40.9% |
Reaction Steps
A solution of 2-chloro-N-(4′{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)isonicotinamide (50 mg, 0.12 mmol) in cyclopropylamine (2 ml) was heated at 85° C. for 48 h and then at 110° C. for 72 h in a sealed tube.The reaction was concentrated under vacuum, the residue triturated with water and purified by preparative HPLC. The solvent was evaporated under vacuum to give 2-(cyclopropylamino)-N-4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)isonicotinamide (6 mg). NMR; δH [2H6]—DMSO 10.32,(1H, s), 8.62,(1H, t), 8.14,(1H, d), 7.93,(2H, d), 7.71-7.67,(2H, m), 7.44,(2H, d), 7.29,(1H, d), 7.05,(1H, d), 7.00-6.98,(2H, m), 3.16,(2H, t), 2.55,(1H, m), 2.20,(3H, s), 1.05,(1H, m), 0.71,(2H, m), 0.43,(4H, m), 0.24,(2H, m). LCMS: retention time 2.74 min, MH+441.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07432289B2 |
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| Source dataset | uspto-grants-2008_10 |
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| ORD ID | ord-08aa51e541de48ba8e4b73454257ce0c |
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| Source note | uspto-grants-2008_10 |
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