HuagongsheHuagongshe Chemistry Print Report · For research reference only
Disiloxane → trans-3-[4-(7-Amino-2-benzo[d]isothiazol-7-yl-furo[2,3-c]pyridin-4-yl)-pyrazol-1-yl]-cyclohexanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Disiloxane | HCID 123318 | — |
| Reactant | 2-[3-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole | HCID 66760017 | — |
| Reactant | 2-(1,2-Benzothiazol-7-yl)-4-iodofuro[2,3-c]pyridin-7-amine | HCID 66761024 | — |
| Product | trans-3-[4-(7-Amino-2-benzo[d]isothiazol-7-yl-furo[2,3-c]pyridin-4-yl)-pyrazol-1-yl]-cyclohexanol | HCID 66759600 | — |
Reaction Steps
The title compound was prepared from 2-(1,2-benzothiazol-7-yl)-4-iodofuro[2,3-c]pyridin-7-amine and 2-[3-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole by a procedure analogous to Example 68 followed by silyl ether deprotection by a procedure analogous to Example 229. 1H NMR (400 MHz, CD3OD): δ 9.48 (s, 1H), 9.09 (s, 1H), 8.84 (d, J=5.9 Hz, 1H), 8.71 (d, J=5.9 Hz, 1H), 8.32 (s, 1H), 8.04 (s, 1H), 7.90 (s, 1H), 7.87 (s, 1H), 4.73 (m, 1H), 3.30 (m, 1H), 2.20 (m, 2H), 2.03 (m, 1H), 1.92 (m, 1H), 1.84 (m, 1H), 1.76 (m, 1H), 1.63 (m, 1H), 1.40 (m, 1H); MS (ESI): 432.60 [M+H]+; HPLC tR=0.60 min (HPLC: Analytical—2 min)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378104B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-d0b8bd40c17249b69a72ac8cdb13a02f |
| Source note | uspto-grants-2013_02 |