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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389631Generated: October 26, 2026

Acetic Acid → USRE48711, Example 234

https://huagongshe.com/reaction/389631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-Propanamine, 1-methoxy-, (2S)-HCID 7021536—
ReactantN,N-dimethylformamide N,N-dimethylacetamideHCID 22628260—
Reactant6-cyclopropyl-N-(6-(hydrazinecarbonyl)pyridin-2-yl)-3,4'-bipyridine-2'-carboxamideHCID 58103016—
SolventTolueneHCID 1140—
ProductUSRE48711, Example 234HCID 6685173063%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of 6-cyclopropyl-N-(6-(hydrazinecarbonyl)pyridin-2-yl)-3,4′-bipyridine-2′-carboxamide, a compound of formula (3) (75 mg, 0.20 mmol) in toluene (0.20 M) was added N,N-dimethylformamide/N,N-dimethylacetamide (67 μL, 0.50 mmol), (S)-2-methoxy-1-methyl-ethylamine (72 mg μL, 0.80 mmol), and acetic acid (11 μL, 0.20 mmol). The reaction was heated to 150° C. for 30 minutes in a microwave reactor. The reaction mixture was concentrated under reduced pressure, and the residue suspended in acetonitrile/diethyl ether (15 mL, 1:1 ratio), filtered and washed with acetonitrile/diethyl ether (2×10 mL). The solid thus obtained was dried under reduced pressure to afford 57 mg (63% yield) of (S)-6-cyclopropyl-N-(6-(4-(1-methoxypropan-2-yl)-4H-1,2,4-triazol-3-yl)pyridin-2-yl)-3,4′-bipyridine-2′-carboxamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378108B2
Source datasetuspto-grants-2013_02
ORD IDord-b93c6149546e4fd0b5540490a1966609
Source noteuspto-grants-2013_02