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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592234Generated: October 26, 2026

Dicyclohexylcarbodiimide → US10251893, Cpd 205

https://huagongshe.com/reaction/592234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-(2',3-Difluoro-2,4'-bipyridin-5-yl)acetic acidHCID 58447786—
Reactant5-(Pyrazin-2-yl)pyridin-2-amineHCID 59259225—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductUS10251893, Cpd 205HCID 46927365—

Reaction Steps

A mixture of 2-(2′,3-difluoro-2,4′-bipyridin-5-yl)acetic acid 205-6 (50 mg, 0.2 mmol), 5-(pyrazin-2-yl)pyridin-2-amine 86-3 (34 mg, 0.2 mmol), 1,3-dicyclohexylcarbodiimide (50 mg, 0.24 mmol) and 4-(dimethylamino)pyridine (4 mg, 0.04 mmol) in DMF (0.9 mL) was stirred at room temperature for 10 hours. The crude product was filtered and the filtrate was subjected directly for reverse phase HPLC to give 2-(2′,3-difluoro-2,4′-bipyridin-5-yl)-N-(5-(pyrazin-2-yl)pyridin-2-yl)acetamide 205 as white solid. MS m/z 405.2 (M+1); 1H NMR 400 MHz (DMSO-d6) δ 11.16 (s, 1H), 9.31 (d, 1H), 9.12 (d, 1H), 8.72 (dd, 1H), 8.63 (d, 1H), 8.61-8.60 (m, 1H), 8.52 (dd, 1H), 8.41 (d, 1H), 8.21 (d, 1H), 7.94 (dd, 1H), 7.88 (dd, 1H), 7.64 (s, 1H), 4.01 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238646B2
Source datasetuspto-grants-2016_01
ORD IDord-752632e2e7804f55bbb970b6f16457ad
Source noteuspto-grants-2016_01