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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410928Generated: November 3, 2026

Sodium Carbonate → HCID 66605878, compound

https://huagongshe.com/reaction/2410928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Methylpyridine-3-boronic acidHCID 2762708—
ReactantHCID 86663061HCID 86663061—
CatalystHCID 178418807HCID 178418807—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66605878HCID 66605878—

Reaction Conditions

Temperature110 °C

Reaction Steps

2-Bromo-7-morpholino-5H-pyrido[3,2-b]indole-4-carboxamide 325D (100 mg, 0.267 mmol), 5-methylpyridin-3-ylboronic acid (51.1 mg, 0.373 mmol), PdCl2(dppf)-CH2Cl2 adduct (10.88 mg, 0.013 mmol), and Na2CO3 (2M) (0.666 mL, 1.333 mmol) were mixed with DME (4 mL) in a sealed microwave vial. The mixture was flushed with N2 and heated at 110° C. in microwave for 1 hr. The mixture was filtered and then purified using preparative HPLC to give titled product. MS (ESI) m/z 387.97 (M+H)+. 1H NMR (DMSO-d6) δ ppm 11.33 (s, 1H), 9.25 (s, 1H), 8.52 (s, 1H), 8.44 (s, 1H), 8.43 (s, 1H), 8.36 (s, 1H), 8.09 (d, 1H, J=8.6), 7.87 (s, 1H), 7.23 (s, 1H), 7.03 (dd, 1H, J=8.9, 2.1), 3.81 (m, 4H), 3.25 (m, 4H), 2.44(s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815840B2
Source datasetuspto-grants-2014_08
ORD IDord-f55fc5b34b634c44805114a0011caf03
Source noteuspto-grants-2014_08