HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66759397, compound → 3-{4-[1-(1-acetylpiperidin-4-yl)-1H-pyrazol-4-yl]-7-aminofuro[2,3-c]pyridin-2-yl}-5-methylthieno[3,2-c]pyridin-6(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66759397 | HCID 66759397 | — |
| Reactant | 5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-c]pyridin-6(5H)-one | HCID 66760098 | — |
| Product | 3-{4-[1-(1-acetylpiperidin-4-yl)-1H-pyrazol-4-yl]-7-aminofuro[2,3-c]pyridin-2-yl}-5-methylthieno[3,2-c]pyridin-6(5H)-one | HCID 66760463 | 30% |
Reaction Steps
The title compound was prepared in 30% yield from 1-{4-[4-(7-amino-2-chlorofuro[2,3-c]pyridin-4-yl)-1H-pyrazol-1-yl]piperidin-1-yl}ethanone and 5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thieno[3,2-c]pyridin-6(5H)-one by a procedure analogous to Example 223, Step D. 1H NMR (400 MHz, CD3OD): δ 9.01 (s, 1 H), 8.29 (s, 1 H), 8.17 (s, 1 H), 8.03 (s, 1 H), 7.83 (s, 1 H), 7.75 (s, 1 H), 7.07 (s, 1 H), 4.69 (m, J=13.1 Hz, 1 H), 4.51-4.62 (m, 1 H), 4.11 (m, J=16.4 Hz, 1 H), 3.87 (s, 3 H), 3.33-3.42 (m, 1 H), 2.80-2.96 (m, 1 H), 2.16-2.30 (m, 5 H), 1.95-2.15 (m, 2 H); MS (ESI): 489.37 [M+H]+; HPLC tR=2.32 min (ZQ3, polar—4 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378104B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-861058b233814c6f8a4a16c161098e0e |
| Source note | uspto-grants-2013_02 |