Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 86701562 | HCID 86701562 | — |
| Reactant | HCID 86701563 | HCID 86701563 | — |
| Product | HCID 178424039 | HCID 178424039 | — |
Reaction Steps
The title compound was synthesized from a mixture of (±)-2-((5,7-dimethyl-1-tosyl-1H-indol-4-yl)(hydroxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-5-carbonitrile and (±)-2-((5,7-dimethyl-1-tosyl-1H-indol-4-yl)(hydroxy)methyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole-6-carbonitrile (Example 64-A) as described in Example 68 using methyl 2-bromoacetate as electrophile instead of methyl iodide. 1H NMR (TFA salt, 400 MHz, DMSO-d6) δ ppm 11.00 (br.s, 1H) 7.97 (s, 1H) 7.64 (d, J=8.33 Hz, 1H) 7.51-7.54 (m, 1H) 7.21 (t, J=2.78 Hz, 1H) 6.76 (s, 1H) 6.48-6.51 (m, 2H) 4.14 (A of AB, J=16.55 Hz, 1H) 3.99 (B of AB, J=16.55 Hz, 1H) 2.42 (s, 3H) 2.40 (s, 3H). HRMS calcd. for C21H18N4O3 (M+H)+ 375.1452. found 375.1465.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09056874B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-c3e029b7ce2448fcba5650338c344481 |
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| Source note | uspto-grants-2015_06 |
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