HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 3-Cyano-1-[hydroxy-(4-imidazol-1-yl-phenyl)-methyl]-pyrrolo[1,2-a]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-Cyano-1-(4-imidazol-1-yl-benzoyl)-pyrrolo[1,2-a]quinoline | HCID 21892106 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | 3-Cyano-1-[hydroxy-(4-imidazol-1-yl-phenyl)-methyl]-pyrrolo[1,2-a]quinoline | HCID 10248204 | 95.8% |
Reaction Steps
To a solution of 3-cyano-1-(4-imidazol-1-yl-benzoyl)-pyrrolo[1,2-a]quinoline (40 mg, 0.11 mmol) in 1:1 methanol/chloroform (10 mL) was added sodium borohydride portion-wise over 1 h and the reaction mixture was stirred overnight. It was worked up as described in Example 22 and the crude was purified by chromatography (5% methanol/chloroform) to yield the title compound (38.4 mg, 95%). 1H NMR (CDCl3/MeOH-d4): 8.80 (d, J=8.7 Hz, 1H), 7.93 (s, 1H), 7.80 (dd, J=7.8, 1.5 Hz, 1H), 7.53 (m, 8H), 7.38 (t, J=1.2 Hz, 1H), 7.12 (s, 1H), 6.57 (s, broad, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135480B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-5f0bf5edad7544559e51c371a1383042 |
| Source note | uspto-grants-2006_11 |