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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2106245Generated: October 31, 2026

4-Methylbenzoyl Chloride → 1-Benzyl-3-p-tolyl-1,4,5,6,7,8-hexahydro-1,2,6-triaza-azulene

https://huagongshe.com/reaction/2106245

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methylbenzoyl ChlorideHCID 13405—
ReactantJNJ-18038683 free baseHCID 11151899—
Product1-Benzyl-3-p-tolyl-1,4,5,6,7,8-hexahydro-1,2,6-triaza-azuleneHCID 597525636.3%

Reaction Steps

The title compound (0.2 g) was prepared from 4-oxo-azepane-1-carboxylic acid tert-butyl ester (Example 59, Step B; 10 mmol) as in Example 59, Steps C through E, using 4-methyl-benzoyl chloride (11 mmol) in place of 4-chloro-benzoyl chloride. MS (ESI): exact mass calculated for C21H23N3, 317.19; found, m/z 318.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.34-7.33 (m, 2H), 7.29-7.26 (m, 2H), 7.24-7.21 (m, 3H), 7.10-7.09 (m, 2H), 5.40 (s, 2H), 3.33-3.27 (m, 4H), 3.11-3.09 (m, 2H), 3.00-2.98 (m, 2H), 2.30 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579470B2
Source datasetuspto-grants-2009_08
ORD IDord-8d92942d49944bc0a2d0b7db7c44eb4a
Source noteuspto-grants-2009_08