Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | HCID 13321939 | HCID 13321939 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Catalyst | copper(I) bromide | HCID 24593 | — |
| Product | HCID 20250690 | HCID 20250690 | — |
Reaction Steps
A solution is prepared from 2 g of 2-amino-5H-pyrimido[5,4-b]indole (Example 7) in 25 ml of 48% strength hydrobromic acid and combined at 0° C. with 6 ml of a 2N sodium nitrite solution. The mixture is stirred into a solution of 2.1 g of copper(I) bromide in 20 ml of 24% strength hydrobromic acid. The mixture is then stirred for 20 minutes at 0° C., then briefly heated on a steam bath. The cooled-off reaction mixture is extracted with a mixture of 9 parts of ethyl acetate and one part of ethanol. The residue is evaporated and chromatographed on silica gel with a mixture of 20 parts of methylene chloride and one part of methanol, thus obtaining 0.2 g of 2-bromo-5H-pyrimido[5,4-b]indole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04564610 |
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| Source dataset | uspto-grants-1986_01 |
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| ORD ID | ord-e9f7ba151d244e45b8deeac4526784c2 |
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| Source note | uspto-grants-1986_01 |
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