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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262133Generated: November 1, 2026

Sodium Bicarbonate → HCID 59592817, compound

https://huagongshe.com/reaction/2262133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant1H-Indole-4-boronic acidHCID 2763173—
Reactant2-Chloro-4-(morpholin-4-yl)thieno(3,2-d)pyrimidineHCID 20284971—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59592817HCID 5959281725.3%

Reaction Steps

2-Chloro-4-morpholin-4-yl-thieno-[3.2-d]pyrimidine 4 (120 mg), 4-indole-boronic acid (110 mg), sodium hydrogen carbonate (120 mg) and PdCl2(PPh3)2 (30 mg) in DME (3 ml) and water (1 ml) were heated in a microwave for 90 min at 130° C. Dichloromethane/water extraction and purification on silica gave 199 (40 mg). NMR: (400 MHz, CDCl3): 3.95 (4H, t, J=4.5), 4.13 (4H, t, J=4.5), 7.30-7.38 (2H, m), 7.52 (1H, d, J=8.1), 7.55-7.59 (2H, m), 7.75 (1H, d, J=5.5), 8.22 (1H, d, J=7.4), 8.30 (1H, br) MS: (ESI+): MH+ 337

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846929B2
Source datasetuspto-grants-2010_12
ORD IDord-6557071c206a4ac2bbe62f960442301c
Source noteuspto-grants-2010_12