Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | HCID 67341642 | HCID 67341642 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67342749 | HCID 67342749 | 56.3% |
Reaction Steps
To a mixture of 0.500 g (1.13 mmol) of 2-(5′-bromo-3′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-1-(4-methyl-[1,4]diazepan-1-yl)-ethanone in water (25 mL) is added 1.0 g (17 mmol) of potassium hydroxide followed by 1.2 g (11 mmol) of sodium hydrosulfite. The mixture is heated at 60° C. for 4 hours then cooled to room temperature and the pH of the solution adjusted to neutral by the addition of a 2 N solution of hydrochloric acid. The mixture is extracted with a 3:1 mixture of methylene chloride:isopropanol and the combined organic phase is dried over anhydrous sodium sulfate and concentrated under reduced pressure to provide 0.261 g (56.0%) of 2-(3′-amino-5′-bromo-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-1-(4-methyl-[1,4]diazepan-1-yl)-ethanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952004B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-9e0b01582cac4ac789168c51e2151151 |
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| Source note | uspto-grants-2015_02 |
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