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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1911042Generated: November 1, 2026

5-fluoropyridine-2-carboxylic Acid → (E)-Methyl 2-(5-fluoropicolinamido)-9-methyl-6,7-dihydro-5H-benzo[7]annulene-8-carboxylate

https://huagongshe.com/reaction/1911042

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-fluoropyridine-2-carboxylic AcidHCID 2762876—
Reactantmethyl 2-amino-9-methyl-6,7-dihydro-5H-benzo[7]annulene-8-carboxylateHCID 86685426—
Product(E)-Methyl 2-(5-fluoropicolinamido)-9-methyl-6,7-dihydro-5H-benzo[7]annulene-8-carboxylateHCID 86685434—

Reaction Steps

In a manner similar to the procedure of step 3A, methyl 2-amino-9-methyl-6,7-dihydro-5H-benzo[7]annulene-8-carboxylate from preparation J, step J1, was coupled with 5-fluoropicolinic acid to afford the titled compound of Step 43A. 1H NMR (500 HMz, chloroform-d) δ 9.82 (br. s., 1H), 8.48 (d, J=2.7 Hz, 1H), 8.36 (dd, J=8.7, 4.6 Hz, 1H), 7.73 (d, J=2.3 Hz, 1H), 7.66-7.59 (m, 2H), 7.22 (d, J=8.1 Hz, 1H), 3.83 (s, 3H), 2.57 (t, J=6.6 Hz, 2H), 2.45 (s, 3H), 2.17-2.10 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604024B2
Source datasetuspto-grants-2013_12
ORD IDord-b5d7b5a21297431e8039f6fbb5052638
Source noteuspto-grants-2013_12