HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester → 7-[(R)-1-(2,6-Dichloro-3-fluorophenyl)-ethoxy]-3-(3,6-dihydro-2H-pyran-4-yl)-furo[3,2-c]pyridin-6-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester | HCID 11218053 | — |
| Reactant | 3-Bromo-7-[(R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]furo[3,2-c]pyridin-6-ylamine | HCID 57812725 | — |
| Product | 7-[(R)-1-(2,6-Dichloro-3-fluorophenyl)-ethoxy]-3-(3,6-dihydro-2H-pyran-4-yl)-furo[3,2-c]pyridin-6-ylamine | HCID 57812429 | — |
Reaction Steps
The title compound was prepared according to General procedure A with starting materials 3-Bromo-7-[(R)-1-(2,6-dichloro-3-fluorophenyl)-ethoxy]-furo[3,2-c]pyridin-6-ylamine and 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran. 1H-NMR (CDCl3, 400 MHz): δ=1.86 (d, 3H), 2.40-2.52 (m, 2H), 3.94 (t, J=5.6 Hz, 2H), 4.36 (q, J=2.5 Hz, 2H), 4.77 (br. s., 2H), 6.24 (br. s., 1H), 6.52 (q, J=6.6 Hz, 1H), 7.01-7.10 (m, 1H), 7.29 (t, 1H), 7.37 (s, 1H), 8.24 (s, 1H). MS (ES+): m/z 423.02 (MH+, 35Cl, 37Cl), 424.94 (MH+, 37Cl, 37Cl). HPLC: tR=3.34 min (polar—5 min, ZQ3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022206B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-d025d61458d54d41b6906f948385e9e3 |
| Source note | uspto-grants-2011_09 |