Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | methyl 2-{8-chloro-2-[N-(3-(1,2,3,4-tetrahydropyridino[2,3-b]pyridin-7-yl)propyl)carbamoyl]-1H,3H,4H,5H-benzo[e]azepin-5-yl}acetate | HCID 69157953 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9868697 | HCID 9868697 | — |
Reaction Steps
To a stirring solution of methyl 2-{8-chloro-2-[N-(3-(1,2,3,4-tetrahydropyridino[2,3-b]pyridin-7-yl)propyl)carbamoyl]-1H,3H,4H,5H-benzo[e]azepin-5-yl}acetate (1 eq) in tetrahydrofuran (0.05 M) and water (0.05 M) was added lithium hydroxide monohydrate (1.5 eq). The reaction mixture was stirred at room temperature for 10 h. 1 M of hydrogen chloride (1.5 eq) was added and the reaction solvent was evaporated in vacuo. The residue was diluted with (5% MeOH/CH2Cl2 and the precipitate was filtered. The filtrate was concentrated and dried under vacuum oven for 24 h to afford product. EI-MS m/z 457 (M+H)+; 1H NMR (CD3OD; 400 MHz): δ7.53 (d, J=7.3 Hz, 1H), 7.39 (s, 1H), 7.18 (s, 2H), 6.51 (d, 7.3 Hz, 1H), 4.56 (s, 2H), 3.80-3.45 (m, 5H), 3.21 (m, 2H), 2.80 (m, 4H), 2.75 (m, 2H), 2.00-1.50 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06514964B1 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-c2b41d96eca64b42bc72fde2bd2b281f |
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| Source note | uspto-grants-2003_02 |
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