HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-[4-(3-Fluoro-benzyloxy)-2-(1,4,9,9b-tetraaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 4-[2-Amino-4-(3-fluoro-benzyloxy)-phenylsulfanyl]-phenol | HCID 66808677 | — |
| Reactant | 6-Chloro-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalene | HCID 86654885 | — |
| Product | 4-[4-(3-Fluoro-benzyloxy)-2-(1,4,9,9b-tetraaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol | HCID 67251773 | 8.5% |
Reaction Steps
The product from Example 1b (82 mg, 0.40 mmol) was reacted with 4-[2-Amino-4-(3-fluoro-benzyloxy)-phenylsulfanyl]-phenol (148 mg, 0.40 mmol) in 5 mL of ethanol at 70° C. for 24 hours. After cooling to room temperature the solvent was removed under vacuum and the product was purified by HPLC with ammonium acetate to give the title compound as a pale yellow solid (18 mg, 8.5%). 1H NMR (DMSO-d6) δ ppm: 5.15 (brs, 2H) 6.60 (d, J=8.86 Hz, 2H), 6.95 (d, J=2.75 Hz, 1H), 7.01 (dd, J=2.96 Hz, 2.75 Hz, 1H), 7.12 (d, J=8.46 Hz, 2 h), 7.16-7.20 (m, 3H), 7.30 (m, 2H), 8.31 (d, J=2.32 Hz, 1H), 8.63 (brs, 1H), 9.40 (s, 1H) 10.51 (br s, 1H); (ESI+) m/z 511 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08236950B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-04318ed322804481bde231606babf9bb |
| Source note | uspto-grants-2012_08 |