Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diiodomethane | HCID 6346 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | HCID 44227708 | HCID 44227708 | — |
| Product | HCID 44227709 | HCID 44227709 | 40% |
Reaction Steps
Isoamyl nitrite (0.78 mL) was added to a suspension of 3-(quinolin-6-ylmethyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-amine (102 mg, 0.370 mmol) in CH2I2 (2.4 mL) under a nitrogen atmosphere. The mixture was stirred at 85° C. for 1 h. The solvent was removed under reduced pressure. Flash chromatography of the resulting residue over silica gel to afford the desired product (57 mg, 40%). 1H NMR (300 MHz, CDCl3) δ 6.03 (s, 2H), 7.44 (m, 1H), 7.79-8.18 (m, 4H), 8.94 (m, 1H), 9.27 (s, 1H); LCMS (APCI) m/z 389.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08598184B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-46e2ec93972b48d7961361b966a6e37c |
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| Source note | uspto-grants-2013_12 |
|---|