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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31321Generated: October 29, 2026

5-Amino-2-(2-phenylchroman-6-yloxy)pyridine → 6-[2-(4-Aminophenyl)chroman-6-yloxy]-pyridin-3-ylamine

https://huagongshe.com/reaction/31321

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-(2-phenylchroman-6-yloxy)pyridineHCID 17978478—
Reactant5-Nitro-2-[2-(4-nitrophenyl)chroman-6-yloxy]pyridineHCID 17978484—
CatalystZincHCID 23994—
Product6-[2-(4-Aminophenyl)chroman-6-yloxy]-pyridin-3-ylamineHCID 17978474—

Reaction Steps

6-[2-(4-Aminophenyl)chroman-6-yloxy]-pyridin-3-ylamine was prepared as described for 5-amino-2-(2-phenylchroman-6-yloxy)pyridine in Example 26 using 100 mg 5-nitro-2-[2-(4-nitrophenyl)chroman-6-yloxy]pyridine (Example 87(d)) and 665 mg of Zn. 1H NMR (400 MHz, d6-DMSO) δ: 7.50 (d, 1H, J 2.9 Hz), 7.07 (d, 2H, 8.4 Hz), 7.04 (dd, 1H, J 8.6, 2.9 Hz), 6.71 (s, 3H), 6.68 (d, 1H, J 8.6 Hz), 6.56 (d, 2H, J 8.4 Hz), 5.07 (s, 2H), 4.99 (s, 2H), 4.84 (dd, 1H, J 9.7, 2.3 Hz), 2.86-2.95 (m, 1H), 2.66-2.71 (m, 1H), 1.95-2.05 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425568B2
Source datasetuspto-grants-2008_09
ORD IDord-8afce6a855e349d79cceacfb9d20aac0
Source noteuspto-grants-2008_09