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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796482Generated: November 2, 2026

Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → 2-{[5-(Benzyloxy)-2-pyridinyl]methyl}-1-(cyclopropylmethyl)-1H-benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/1796482

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-(Benzyloxy)pyridin-2-yl)acetic acidHCID 22181366—
Reactant3-amino-4-[(Cyclopropylmethyl)amino]benzonitrileHCID 22181399—
SolventAcetic AcidHCID 176—
Product2-{[5-(Benzyloxy)-2-pyridinyl]methyl}-1-(cyclopropylmethyl)-1H-benzimidazole-5-carbonitrileHCID 22181261—

Reaction Steps

Following the general procedure 13B, 360 mg (1.48 mmol) of [5-(benzyloxy)-2-pyridinyl]acetic acid was coupled with 3-amino-4-[(Cyclopropylmethyl)amino]benzonitrile using HATU. The resulting intermediate was heated in HOAc (20 mL) at 90° C. overnight. After being concentrated, the crude residue was purified by silica gel column chromatography to afford the pure product (230 mg, 40% for 2 steps) as an oil. MS (ESI) (M+H)+=395.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030139B2
Source datasetuspto-grants-2006_04
ORD IDord-b2f3bc69935a4feba2294ba25bfe3fcf
Source noteuspto-grants-2006_04