Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Hydrazinecarboxaldehyde | HCID 12229 | — |
| Reactant | HCID 86608961 | HCID 86608961 | — |
| Catalyst | Mercuric Chloride | HCID 24085 | — |
| Product | HCID 11409618 | HCID 11409618 | — |
Reaction Steps
To a solution of 5-[2-[(6-chloroquinolinyl)methyl]-7-(cyclopropylmethyl)-6-oxo-4-thioxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-d]pyrimidin-3-yl]-1-methyl- 1H-pyrrole-3-carbonitrile (0.14 g) in acetonitrile (5 mL) and formic hydrazide (80 mg) was added mercury(II) chloride (160 mg). After stirring overnight at rt, the reaction was warmed (Tb=70 C). After 5 h with heat, the reaction was filtered through a celite bed and concentrated. The residue was purified by flash chromatography using a FlashMaster™ yielding 44 mg, 1H NMR (300 MHz, CHLOROFORM-D) d ppm 0.57 (m, 4H) 1.48 (m, J=10.93 Hz, 1H) 3.45 (s, 3H) 4.15 (t, J=6.59 Hz, 2H) 5.86 (m, 2H) 6.68 (d, J=1.70 Hz, 1H) 6.83 (d, J=4.52 Hz, 1H) 7.40 (d, J=1.70 Hz, 1H) 7.72 (dd, J=8.95, 2.17 Hz, 1H) 7.88 (d, J=2.07 Hz, 1H) 8.13 (d, J=8.85 Hz, 1H) 8.84 (d, J=4.33 Hz, 1H) 8.93 (s, 1H);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07371757B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-1c6d00b61200478c97479f80cc41fb3d |
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| Source note | uspto-grants-2008_05 |
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