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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246618Generated: October 27, 2026

Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 178481759, compound

https://huagongshe.com/reaction/246618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2-(5-(Difluoromethoxy)-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 71279542—
ReactantHCID 178418966HCID 178418966—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178481759HCID 17848175922.6%

Reaction Steps

2-(5-(Difluoromethoxy)-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (150 mg, 0.43 mmol), tert-butyl cis-4-aminocyclohexylcarbamate (102 mg, 0.48 mmol) and HATU (196 mg, 0.51 mmol) in 15 mL of dry THF was stirred for 4 hours. The reaction mixture was evaporated to dryness, the residue was suspended in 50 mL of 0.5N HCl, extracted with ethyl acetate (3×50 mL), dried over sodium sulfate and concentrated to give tert-butyl cis-4-(2-(5-(difluoromethoxy)-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamido)cyclohexylcarbamate (54 mg, crude). LCMS: (M+H)+=556; (M+Na)+=578. Used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-e48d0e6553d9451a9dae8d2245d51c01
Source noteuspto-grants-2014_02