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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423557Generated: October 29, 2026

Sodium Carbonate → HCID 86638739, compound

https://huagongshe.com/reaction/423557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Hydroxyphenylboronic acidHCID 2734360—
Reactanttert-Butyl {2-[(4-bromobenzene-1-sulfonyl)amino]ethyl}carbamateHCID 7213233—
CatalystHCID 178418476HCID 178418476—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86638739HCID 8663873965.3%

Reaction Steps

1,1-Dimethylethyl (2-{[(4′-hydroxy-4-biphenylyl)sulfonyl]amino}ethyl)carbamate (246 mg, 65%) was prepared as an off-white solid from (4-hydroxyphenyl)boronic acid (132 mg, 0.96 mmol), 1,1-dimethylethyl (2-{[(4-bromophenyl)sulfonyl]amino}ethyl)carbamate (362 mg, 0.96 mmol), Pd(PPh3)2Cl2 (100 mg, 0.14 mmol), 2M Na2CO3 (2 mL) and DME (4 mL) in a manner similar to Example 21, Step 3, and worked up in a manner similar to Example 9, Step 3. 1H NMR (400 MHz, DMSO-d6) δ 9.70 (s, 1H), 7.75 (s, 4H), 7.61 (t, 1H, J=5.9 Hz), 7.54 (d, 2H, J=8.6 Hz), 6.84 (d, 2H, J=8.6 Hz), 6.76 (t, 1H, J=5.6 Hz), 2.97-2.89 (m, 2H), 2.76-2.68 (m, 2H), 1.30 (s, 9H); LRMS (ESI), m/z 391 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101634B2
Source datasetuspto-grants-2012_01
ORD IDord-d3d4e6f922cb40258e893d0e244349b9
Source noteuspto-grants-2012_01