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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 639531Generated: October 27, 2026

4-Methylmorpholine → HCID 24760562, compound

https://huagongshe.com/reaction/639531

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant1H-Pyrrolo[2,3-c]pyridine-7-carboxylic acidHCID 53413024—
Reactant(4-Tert-butyl-benzyl)-[2-(3-difluoromethoxy-phenyl)-ethyl]-amineHCID 68576819—
SolventDimethylformamideHCID 6228—
ProductHCID 24760562HCID 2476056286%

Reaction Steps

(4-tert-Butyl-benzyl)-[2-(3-difluoromethoxy-phenyl)-ethyl]-amine (90 mg, 0.27 mmol), N-methylmorpholine (74 mg, 0.73 mmol), and HBTU (139 mg, 0.37 mmol) were added at RT to a solution of 1H-pyrrolo[2,3-c]pyridine-7-carboxylic acid (66 mg) in DMF (3 mL), then after 64 h the reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography of the residue (SiO2, heptane-dichloromethane gradient) afforded the title compound (108 mg, 86% over 2 steps). Light yellow oil, MS (ISP) 478.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691876B2
Source datasetuspto-grants-2010_04
ORD IDord-bf4b9533beae474b9d7725785bc78210
Source noteuspto-grants-2010_04