HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Benzimidazolecarboxylic acid → HCID 58547470, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Benzimidazolecarboxylic acid | HCID 233240 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 86660170 | HCID 86660170 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58547470 | HCID 58547470 | 27% |
Reaction Steps
To a solution of 4-azetidin-3-yl-5-bromo-2-chloro-pyrimidine hydrochloride (0.57 mg, 2.0 mmol) in DCM (20 mL) were added HATU (1.5 g, 4.0 mmol), TEA (404 mg, 4 mmol) and 1H-benzoimidazole-2-carboxylic acid (398 mg, 2.4 mmol). The reaction mixture was stirred at RT for 12 h. TLC showed that most of starting materials were consumed completely. Then the solution was washed with aqueous HCl (1 mol/L) (50 mL×3), saturated aqueous NaHCO3 (50 mL×3) and brine, dried over MgSO4. The solution was evaporated, the residue was purified by column chromatography to give the product (206 mg, 0.53 mmol, yield: 27%). ESI-MS (M+1): 392 calc. for C15H11BrClN5O 391
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957073B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-dcb0363bcaca47c9be3934a9537b692e |
| Source note | uspto-grants-2015_02 |