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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222134Generated: October 30, 2026

Sodium Carbonate → HCID 24990697, compound

https://huagongshe.com/reaction/222134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 68706129HCID 68706129—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 24990697HCID 2499069774%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of 8-amino-2-iodo-1-methyl-4,5-dihydro-1H-1,7,9-triaza-cyclopenta[a]naphthalene-3-carboxylic acid amide N3 (0.34 mmol) in 15 mL of DMF under argon, phenylboronic acid (0.5 mmol), LiCl (1 mmol), Na2CO3 (0.85 mmol), water (1 mL) and (PPh3)2PdCl2 (7 mg) were added. The mixture was heated at 100° C. for 10 h then evaporated to dryness. Chromatography on silica gel (eluant: DCM/MeOH 20:1) afforded the title compound (74% yield). ESI (+) MS: m/z 320 (MH+). 1H NMR: 2.68 (t, J=7.80, 2H), 2.84 (t, J=7.80, 2H), 3.86 (s, 3H), 6.21 (bs, 2H), 6.27 (bs, 1H), 6.91 (bs, 1H), 7.41-7.54 (m, 5H), 7.99 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207180B2
Source datasetuspto-grants-2012_06
ORD IDord-f0438b3588564b36971d635e36888739
Source noteuspto-grants-2012_06