HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379040Generated: October 30, 2026
Sodium Carbonate → ethyl 4-[[1-[(2-methyl-4-thiazolyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate
https://huagongshe.com/reaction/2379040
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 4-(Chloromethyl)-2-methyl-1,3-thiazole--hydrogen chloride (1/1) | HCID 2734203 | — |
| Reactant | 1-Piperidinecarboxylic acid, 4-(1H-benzimidazol-2-ylamino)-, ethyl ester | HCID 3018455 | — |
| Solvent | Water | HCID 962 | — |
| Product | ethyl 4-[[1-[(2-methyl-4-thiazolyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate | HCID 18957838 | 37.5% |
Reaction Steps
A mixture of 2.9 parts of ethyl 4-[(1H-benzimidazol-2-yl)amino]-1-piperidinecarboxylate, 1.8 parts of 4-(chloromethyl)-2-methylthiazole monohydrochloride, 2.12 pans of sodium carbonate and 45 parts of N,N-dimethylacetamide was stirred overnight at 70° C. The reaction mixture was poured into water and the product was extracted with 4-methyl-2-pentanone. The extract was dried, filtered and evaporated and the residue was crystallized from acetonitrile. The product was filtered off and dried, yielding 1.5 parts (37.5%) of ethyl 4-[[1-[(2-methyl-4-thiazolyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate; mp. 160° C. (comp. 12).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05360807 |
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| Source dataset | uspto-grants-1994_11 |
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| ORD ID | ord-d79bf2bd6b794fddbc4b4c965f53879f |
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| Source note | uspto-grants-1994_11 |
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