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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1911045Generated: October 30, 2026

3,5-Dichloro-2-pyridinecarboxylic acid → (E)-3,5-Dichloro-N-(8-(hydroxymethyl)-9-methyl-6,7-dihydro-5H-benzo[7]annulen-2-yl)picolinamide

https://huagongshe.com/reaction/1911045

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dichloro-2-pyridinecarboxylic acidHCID 219989—
Reactant(2-amino-9-methyl-6,7-dihydro-5H-benzo[7]annulen-8-yl)methanolHCID 86685427—
Product(E)-3,5-Dichloro-N-(8-(hydroxymethyl)-9-methyl-6,7-dihydro-5H-benzo[7]annulen-2-yl)picolinamideHCID 86685436—

Reaction Steps

In a manner similar to the procedure of step 3A, (E)-(2-amino-9-methyl-6,7-dihydro-5H-benzo[7]annulen-8-yl)methanol from preparation J was coupled with 3,5-dichloropicolinic acid to afford the titled compound of Step 45A. LCMS (M+H)+=375.2. 1H NMR (500 HMz, methanol-d4) δ 8.62 (d, J=2.0 Hz, 1H), 8.18 (d, J=2.1 Hz, 1H), 7.65 (d, J=2.1 Hz, 1H), 7.50 (dd, J=8.1, 2.3 Hz, 1H), 7.19 (d, J=8.2 Hz, 1H), 4.33 (s, 2H), 2.56 (t, J=7.0 Hz, 2H), 2.14 (s, 3H), 2.13-2.08 (m, 2H), 2.00-1.95 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604024B2
Source datasetuspto-grants-2013_12
ORD IDord-55159d4d60b44363b82c360dcccaf1dc
Source noteuspto-grants-2013_12