Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-[(methylsulfonyl)methyl]aniline(SALTDATA: FREE) | HCID 12843964 | — |
| Reactant | N5-(2-Chloropyrimidin-4-yl)-N2-isopropyl-N5,1-dimethyl-1H-benzimidazole-2,5-diamine | HCID 59674144 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69265372 | HCID 69265372 | 87% |
Reaction Steps
To a solution of N5-(2-chloropyrimidin-4-yl)-N2-isopropyl-N5,1-dimethyl-1H-benzimidazole-2,5-diamine (83 mg, 0.25 mmol) and 4-[(methylsulfonyl)methyl]aniline (46 mg, 0.25 mmol) in ethanol (2.5 ml) was added a solution of HCl (0.25 ml, 1M in diethyl ether), and the reaction was heated to 70° C. After 5 h, the precipitate was filtered off and washed with ethanol and dried to give the title compound as a white solid (104 mg, 87%). 1H NMR (300 MHz, d6-DMSO) δ 10.1 (s, 1H), 8.74 (m, 1H), 7.93 (d, J=6.6 Hz, 1H), 7.60-7.65 (m, 3H), 7.41 (s, 1H), 7.24-7.29 (m, 3H), 5.90 (s, 1H), 4.39 (s, 2H), 4.09 (m, 1H), 3.69 (s, 3H), 3.49 (s, 3H), 2.87 (s, 3H), 1.33 (d, J=6.6 Hz, 6H) ppm. MS (ESI) m/z=480 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07338959B2 |
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| Source dataset | uspto-grants-2008_03 |
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| ORD ID | ord-b72c5ea0ba2e4ac9bacbc504d792d93c |
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| Source note | uspto-grants-2008_03 |
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