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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423507Generated: October 30, 2026

Sodium Carbonate → HCID 24994033, compound

https://huagongshe.com/reaction/423507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
ReactantHCID 59718568HCID 59718568—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 24994033HCID 2499403393%

Reaction Steps

The title compound (0.39 g, 93%) was prepared as a white solid from [4-(methylsulfonyl)phenyl]boronic acid (0.23 g, 1.13 mmol), 1,1-dimethylethyl 4-{[(5-bromo-2-pyridinyl)oxy]methyl}-1-piperidinecarboxylate (0.35 g, 0.94 mmol), 2M Na2CO3 (5 mL) and Pd(PPh3)4 (10 mg, 0.01 mmol) in DME (5 mL) in a manner similar to Example 1, Step 1. 1H NMR (400 MHz, CD3OD): δ 8.46 (d, 1H, J=2.7 Hz), 8.05-8.00 (m, 3H), 7.86 (d, 2H, J=8.5 Hz), 6.92 (d, 1H, J=8.6 Hz), 4.21 (d, 2H, J=6.3 Hz), 4.15-4.05 (m, 2H), 3.14 (s, 3H), 2.85-2.70 (m, 2H), 2.00-1.95 (m, 1H), 1.90-1.75 (m, 2H), 1.45 (s, 9H), 1.35-1.20 (m, 2H); LRMS (ESI), m/z 447 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101634B2
Source datasetuspto-grants-2012_01
ORD IDord-8942e26e738e41639ed4d083b1e54c2c
Source noteuspto-grants-2012_01