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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600007Generated: October 29, 2026

Tolylboronic acid → 2-Isopropyl-3-p-tolyl-2,4,5,6,7,8-hexahydro-1,2,6-triaza-azulene

https://huagongshe.com/reaction/600007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolylboronic acidHCID 79799—
Reactant2-isopropyl-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl esterHCID 86598380—
Product2-Isopropyl-3-p-tolyl-2,4,5,6,7,8-hexahydro-1,2,6-triaza-azuleneHCID 11323169100.3%

Reaction Steps

The title compound (129 mg) was prepared as in Example 177, Steps C and D, using 204 mg of 2-isopropyl-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 189, Step A) and 194 mg of 4-methylphenylboronic acid. MS (ESI): exact mass calculated for C17H23N3, 269.19. found, m/z 270.5 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.28 (d, J=7.7 Hz, 2H), 7.12 (d, J=7.7 Hz, 2H), 4.32 (m, 1H), 3.34-3.33 (m, 2H), 3.12-3.10 (m, 2H), 2.70-2.68 (m, 2H), 2.33 (s, 3H), 1.30 (d, J=6.6 Hz, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897771B2
Source datasetuspto-grants-2011_03
ORD IDord-30a2dc8c17ae445690f4945e9cbe4c22
Source noteuspto-grants-2011_03