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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749900Generated: October 30, 2026

Thiophene-3-boronic acid → 2-Cyclopropyl-3-thiophen-3-yl-2,4,5,6,7,8-hexahydro-1,2,6-triaza-azulene

https://huagongshe.com/reaction/749900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophene-3-boronic acidHCID 581760—
Reactant2-cyclopropyl-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl esterHCID 86598392—
Product2-Cyclopropyl-3-thiophen-3-yl-2,4,5,6,7,8-hexahydro-1,2,6-triaza-azuleneHCID 11253955109.9%

Reaction Steps

The title compound (134 mg) was prepared according to Example 281 using 200 mg of 2-cyclopropyl-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 281, Step C) and 84 mg of 3-thiopheneboronic acid. MS (ESI): exact mass calculated for C14H17N3S, 259.11; found, m/z 260.4 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.64-7.63 (m, 2H), 7.31-7.29 (m, 1H), 4.65 (br s, 1H), 3.70-3.60 (br s, 1H), 3.57-3.52 (m, 1H), 3.40-3.38 (m, 1H), 3.19 (br s, 1H), 3.13-3.11 (m, 1H), 2.99-2.96 (m, 1H), 2.91-2.89 (m, 1H), 0.93-0.88 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402680B2
Source datasetuspto-grants-2008_07
ORD IDord-3030bcf00b7d4d9a8e8711dca1680975
Source noteuspto-grants-2008_07