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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770936Generated: October 25, 2026

3,5-Dichloro-2-pyridinecarboxylic acid → N-(4'-Amino-5'-methylspiro[chroman-4,2'-imidazole]-6-yl)-3,5-dichloropicolinamide

https://huagongshe.com/reaction/1770936

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dichloro-2-pyridinecarboxylic acidHCID 219989—
Reactant5'-Methylspiro[chromane-4,2'-imidazole]-4',6-diamineHCID 67979407—
ProductN-(4'-Amino-5'-methylspiro[chroman-4,2'-imidazole]-6-yl)-3,5-dichloropicolinamideHCID 5738511563.5%

Reaction Steps

The title compound (59 mg, 62% yield) was prepared as described for Example 13a starting from 3,5-dichloropicolinic acid (45 mg, 0.23 mmol) and 5′-methylspiro[chroman-4,2′-imidazole]-4′,6-diamine (Intermediate 30, 54 mg, 0.23 mmol): 1H NMR (400 MHz, DMSO-d6) δ ppm 1.82-2.01 (m, 2H), 2.22 (s, 3H), 4.29-4.49 (m, 2H), 6.57 (s, 2H), 6.75-6.85 (m, 2H), 7.48-7.57 (m, 1H), 8.41 (d, 1H), 8.68 (d, 1H), 10.39 (s, 1H); MS (APCI+) m/z 404 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09248129B2
Source datasetuspto-grants-2016_02
ORD IDord-5676914db6574547ab90ea1654e1f6cc
Source noteuspto-grants-2016_02