HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203110Generated: November 2, 2026
Sodium hydride → 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((4-(difluoromethyl)-1,3-thiazol-2-yl)methoxy)pyridin-2(1H)-one
https://huagongshe.com/reaction/2203110
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 2-Thiazolemethanol, 4-(difluoromethyl)- | HCID 68096379 | — |
| Reactant | 4-Bromo-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one | HCID 89690863 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((4-(difluoromethyl)-1,3-thiazol-2-yl)methoxy)pyridin-2(1H)-one | HCID 89691007 | 19.7% |
Reaction Steps
A mixture of (4-(difluoromethyl)-1,3-thiazol-2-yl)methanol (50 mg), 4-bromo-1-(2-cyclopropyl-1-methyl-1H-benzo[d]imidazol-6-yl)pyridin-2(1H)-one (69.5 mg), NaH (60% in oil, 12.1 mg) and DMA (1 ml) was heated at 120° C. under microwave irradiation for 2 h. The mixture was poured into water and extracted with EtOAc. The extract was washed with brine, dried over MgSO4, concentrated in vacuo, and purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (17 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365540B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-0ea125f01e2b47f7ac6140b61cc78057 |
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| Source note | uspto-grants-2016_06 |
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