Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 178488058 | HCID 178488058 | — |
| Product | HCID 178488057 | HCID 178488057 | — |
Reaction Steps
To a suspension of 4-(2-amino-6-{2-[5-(methyloxy)-1H-benzimidazol-2-yl]-4-morpholinyl}-4-pyrimidinyl)-2-fluorobenzonitrile (340 mg, 0.763 mmol) in ethanol (8 mL) at room temperature was added hydrazine hydrate (764 mg, 15.27 mmol). The reaction vessel was sealed and heated in CEM Discover using initial high to 120° C. for 1 hour. After cooling, the reaction was poured into water. The resulting precipitate was filtered and dried under vacuum to afford the title compound (148 mg). LC-MS (ES) m/z=458 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 3.21-3.10 (m, 2H), 3.82-3.78 (m, 4H), 4.11 (d, 1H), 4.34 (d, 1H), 4.86-4.77 (m, 2H), 5.39 (bs, 2H), 6.23 (bs, 2H), 6.71 (s, 1H), 6.85-6.78 (m, 1H), 7.14-6.95 (m, 1H), 7.50-7.34 (m, 1H), 7.61 (d, 1H), 7.71 (d, 1H), 7.99 (s, 1H), 11.53 (s, 1H), 12.43 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697685B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-746ff03ac80449849abb1319d7530e7c |
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| Source note | uspto-grants-2014_04 |
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