HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776875Generated: November 2, 2026
HCID 67393677, compound → HCID 68239396, compound
https://huagongshe.com/reaction/1776875
Participants
| Role | Name | HCID | Charge |
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| Reactant | HCID 67393677 | HCID 67393677 | — |
| Reactant | HCID 71295532 | HCID 71295532 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68239396 | HCID 68239396 | 55.1% |
Reaction Steps
A mixture of 12-chloro-6-cyclopropyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-benzo[5,6][1,3]oxazino[3,4-a]indole (40 mg, 0.10 mmol), 5-bromo-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (45 mg, 0.10 mmol), K3PO4-3H2O (80 mg, 0.30 mmol) and Pd(dppf)Cl2 (7 mg, 0.01 mmol) in 2 mL of DMF was heated in a sealed tube under microwave condition at 100° C. for 20 minutes, and then the mixture was purified using prep-HPLC to provide Compound 131 (35 mg, yield: 55.1%). 1H-NMR (CDCl3, 400 MHz) δ 8.39 (s, 1H), 7.96˜7.93 (t, J=8.0 Hz, 2H), 7.85 (s, 1H), 7.64 (d, J=6.8 Hz, 2H), 7.40 (d, J=4.4 Hz, 2H), 7.30 (d, J=7.2 Hz, 1H), 7.23˜7.20 (m, 4H), 5.94 (s, 1H), 5.77 (d, J=7.2 Hz, 1H), 3.29 (s, 3H), 3.00 (d, J=4.8 Hz, 3H), 2.62 (s, 3H), 1.55˜1.50 (m, 1H), 0.66˜0.60 (m, 4H). MS (M+H)+: 670.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09265773B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-0812b3e406414e1fa20240a3d4088565 |
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| Source note | uspto-grants-2016_02 |
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