Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | HCID 18332644 | HCID 18332644 | — |
| Product | HCID 9866421 | HCID 9866421 | — |
Reaction Steps
To a solution of 21 mg of 2-[(pyrrolidin-3-yl)-methylamino]-4-[benzimidazol-1-yl]pyrimidine in 1 mL of CH2Cl2 was added 11 mg of phenyl isocyanate. The mixture was stirred at room temperature for 4 h, then concentrated. The residue was purified by flash chromatography, eluting with a gradient system of 1:1 hexanes-acetone to 1:2 hexanes-acetone, to yield 24 mg of the title compound as an off-white foam. 1H NMR (500 MH, CDCl3): δ 8.63 (s, 1H), 8.41 (d, J=4.8, 1H), 8.18 (d, J=7.6 Hz, 1H), 7.87 (dd, J=1.2, 6.9 Hz, 1H), 7.36-7.46 (m, 3H), 7.25-7.32 (m, 2H), 7.03 (dt, J=1.2, 7.3 Hz, 1H), 6.85 (d, J=5.5 Hz, 1H), 6.18 (s, 1H), 5.70 (br s, 1H), 3.46-3.76 (m, 5H), 3.36 (dd, J=6.6, 9.8 Hz, 1H), 2.70-2.81 (m, 1H), 2.17-2.26 (m, 1H), 1.70-1.92 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06329380B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-2f80b67d13594f499493c97c1527a765 |
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| Source note | uspto-grants-2001_12 |
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