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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2060619Generated: October 25, 2026

2-Methyl-2-butanol → 2-[4-(1-Hydroxy-1-methylethyl)phenyl]-5-{[5-(methylsulfonyl)pyridin-2-yl]amino}-1,3-thiazole-4-carboxamide

https://huagongshe.com/reaction/2060619

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-butanolHCID 6405—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-(methylsulfonyl)pyridineHCID 9899483—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant5-Amino-2-[4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamideHCID 58335264—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Product2-[4-(1-Hydroxy-1-methylethyl)phenyl]-5-{[5-(methylsulfonyl)pyridin-2-yl]amino}-1,3-thiazole-4-carboxamideHCID 44623044—

Reaction Steps

The title compound was prepared as described in Example 1, Step 2 using 5-amino-2-[4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamide (Example 5, Step 3) (150 mg, 0.54 mmol), 2-bromo-5-(methylsulfonyl)pyridine (128 mg, 0.54 mmol), Pd2(dba)3 (30 mg, 0.032 mmol), X-PHOS (77 mg, 0.16 mmol), potassium carbonate (75 mg, 0.54 mmol), and tert-amyl alcohol (1.1 ml) as starting materials. 1H NMR (500 MHz, d6-DMSO) δ 11.72 (s, 1H), 8.79 (d, 1H), 8.13 (dd, 1H), 7.91 (m, 3H), 7.79 (s, 1H), 7.57 (d, 2H), 7.44 (d, 1H), 5.74 (s, 1H), 3.26 (s, 3H), 1.44 (s, 6H). LRMS (APCI) calcd for C19H21N4O4S2 [M+H]+ 433.1, found 433.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278335B2
Source datasetuspto-grants-2012_10
ORD IDord-1d205228d42d4607b7d7215a2a97ae17
Source noteuspto-grants-2012_10