Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 15718833 | HCID 15718833 | — |
| Product | HCID 131716473 | HCID 131716473 | 38.5% |
Reaction Steps
A mixture of 27 parts of ethyl hexahydro-4-[[1-[2-(2-pyrimidinyloxy)ethyl]-1H-benzimidazol-2-yl]amino]-1H-azepine-1-carboxylate, 160 parts of 1-butanol, 28 parts of potassium hydroxide and 2 parts of water was stirred overnight at reflux temperature. The reaction mixture was diluted with water and the whole was extracted with 1-butanol. The extract was dried, filtered and evaporated. The residue was taken up in water and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was converted into the (E)-2-butenedioate salt in ethanol. The salt was filtered off and dried, yielding 9.77 parts (38.5%) of 2-[(hexahydro-1H-azepin-4-yl)amino]-1H-benzimidazole-1-ethanol (E)-2-butenedioate(1:2); mp. 176.1° C. (compound 35).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04943580 |
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| Source dataset | uspto-grants-1990_07 |
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| ORD ID | ord-49dc5b5f806f4194875a2018458f220e |
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| Source note | uspto-grants-1990_07 |
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