HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenyl-2-propanol → 3-Bromo-7-(1-methyl-2-phenylethoxy)furo[3,2-c]pyridin-6-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenyl-2-propanol | HCID 94185 | — |
| Reactant | 3-Bromo-6-nitrofuro[3,2-c]pyridin-7-ol | HCID 57812375 | — |
| Reactant | 7-[(R)-1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-6-nitrofuro[3,2-c]pyridine | HCID 57812474 | — |
| Catalyst | Hydrochloric acid-iron | HCID 86633186 | — |
| Product | 3-Bromo-7-(1-methyl-2-phenylethoxy)furo[3,2-c]pyridin-6-ylamine | HCID 57812384 | — |
Reaction Steps
3-Bromo-6-nitrofuro[3,2-c]pyridin-7-ol (Intermediate 10) was reacted with racemic 1-phenylpropan-2-ol following the procedure described for Intermediate 8. The resulting intermediate was reacted with iron/HCl as described in Example 2 to give the title compound. MS (ES+): m/z 347.22/349.23 (100/99) [MH+]. HPLC: tR=0.81 min (HPLC-ACQUITY, Analytical). 1H NMR (400 MHz, CD3OD): δ=1.32 (d, J=6.1 Hz, 3H), 2.93 (dd, J=13.5, 6.2 Hz, 1H), 3.10 (dd, J=13.6, 6.6 Hz, 1H), 4.98 (m, 1H), 7.13-7.21 (m, 1H), 7.25 (d, J=4.3 Hz, 4H), 7.70 (s, 1H), 7.82 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022206B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-59ae59ca20d5403f8108a12f9b45921c |
| Source note | uspto-grants-2011_09 |