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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513790Generated: October 31, 2026

Morpholine → 12-Morpholin-4-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

https://huagongshe.com/reaction/513790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideHCID 16759944—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Product12-Morpholin-4-yl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideHCID 6818300428%

Reaction Steps

In a similar fashion using route 58 general procedure 126, morpholine (37 μl, 0.42 mmol), Pd2(dba)3 (3 mg, 3 μmol), X-Phos (7 mg, 14 μmol), NaOtBu (67 mg, 0.69 mmol), 12-bromo-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 545 (100 mg, 0.28 mmol) and toluene (2 ml) gave the title compound (28 mg, 28%) after purification by preparative HPLC (acidic conditions 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-182d9fe1dab24ba097a1f133fc0040a7
Source noteuspto-grants-2015_08