Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | HCID 89585648 | HCID 89585648 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68322710 | HCID 68322710 | 99% |
Reaction Steps
A solution of 1-(3-tert-butoxycarbonylamino-propyl)-2-trimethoxymethyl-3H-benzimidazole-5-carboxylic acid (Intermediate A, 70 mg, 0.17 mmol) and PyBOP (95 mg, 0.18 mmol) in DMF (1 mL) was stirred for 10 min, and 3-aminopyridine (17 mg, 0.18 mmol) and triethylamine (46 μL, 0.33 mmol) are added. The solution is heated in a block heater at 45° C. for 20 h. The solution is diluted with EtOAc and is washed with Na2CO3, H2O, and brine. The organic layer is dried (MgSO4) and evaporated to afford the title compound (102 mg, 0.16 mmol, 99%) as an oil that was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073926B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-210ba6f0c9e04dc9a49f572c52ac5cdc |
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| Source note | uspto-grants-2015_07 |
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