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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386084Generated: October 31, 2026

2-Methyl-2-butanol → HCID 59525741, compound

https://huagongshe.com/reaction/386084

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-2-butanolHCID 6405—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant2-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 58216638—
ReactantHCID 59526018HCID 59526018—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 59525741HCID 59525741—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (100 mg, 0.34 mmol), 4-[(4-chloropyrimidin-2-yl)methyl]morpholine (72.6 mg, 0.34 mmol), Pd2 dba3 (31.1 mg, 0.03 mmol), K2CO3 (51.6 mg, 0.37 mmol) and X-Phos (81 mg, 0.17 mmol) were combined in a 2 mL microwave vial. Degassed tert-amyl alcohol (0.7 mL) was added and the vial evacuated and back-filled with N2 (3×). The resulting mixture was stirred at 100° C. for 24 hours. The reaction mixture was cooled to room temperature, MeOH was added and the reaction mixture was filtered through Celite. The filtrate was combined with silica gel and concentrated in vacuo. Purification of the residue by silica gel chromatography (0-20% MeOH-EtOAc) gave the title compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367706B2
Source datasetuspto-grants-2013_02
ORD IDord-66c78cc0461a4d1085fdf62db337b44c
Source noteuspto-grants-2013_02