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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510923Generated: October 31, 2026

Sodium Carbonate → HCID 178427931, compound

https://huagongshe.com/reaction/510923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
ReactantHCID 86666838HCID 86666838—
ProductHCID 178427931HCID 17842793127%

Reaction Steps

The desired compound was prepared according to the procedure of Example 125, step D, using N-{1-[3-bromo-5-chloro-4-methyl-2-(2-morpholin-4-ylethoxy)phenyl]ethyl}-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine, [4-(methylsulfonyl)phenyl]boronic acid, and sodium carbonate (instead of potassium carbonate) as the starting materials in 27% yield. LCMS for C27H32ClN6O4S (M+H)+: m/z=571.2. Found: 571.3; 1H NMR (400 MHz, DMSO-d6): δ 12.9 (s, 1H), 8.17-8.07 (m, 3H), 8.00 (d, J=7.9 Hz, 2H), 7.67 (s, 1H), 7.64 (d, J=7.2 Hz, 1H), 7.55 (d, J=7.4 Hz, 1H), 5.80 (s, 1H), 4.15-3.84 (m, 1H), 3.42-3.37 (m, 4H), 3.28 (s, 3H), 2.32-2.25 (m, 2H), 2.17-2.12 (m, 2H), 2.08-2.00 (m, 2H), 1.98 (s, 3H), 1.50 (d, J=6.9 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096600B2
Source datasetuspto-grants-2015_08
ORD IDord-28c39bd355e242afbfec3ddacf9bba14
Source noteuspto-grants-2015_08