Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 57635199 | HCID 57635199 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | HCID 57635153 | HCID 57635153 | 43.6% |
Reaction Steps
To a solution (S)-methyl 3,3-dimethyl-2-(7-methyl-3-phenyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxamido)butanoate (Compound 86; 0.05 g, 0.13 mmol) in methanol/water was added 7N methanolic ammonia and the resulting mixture was stirred at 50° C. overnight. The mixture was concentrated, diluted with water and extracted with 10% i-PrOH/DCM. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated to give Compound 281 (0.021 g, 43%). 1H-NMR (400 MHz, DMSO-d6) δ: 0.99 (s, 9H), 2.41 (s, 3H), 2.74 (m, 2H), 3.85 (s, 2H), 4.03 (t, 2H), 4.30 (d, 1H), 7.48 (m, 3H), 7.73 (m, 2H), 12.95 (s, 1H); LCMS (+ESI) m/z 371.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859538B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-3e38ea41561f42b8b6a710af433bfe35 |
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| Source note | uspto-grants-2014_10 |
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