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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898379Generated: October 30, 2026

Thionyl Chloride → HCID 178425058, compound

https://huagongshe.com/reaction/1898379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Fluoro-5-(trifluoromethyl)anilineHCID 136349—
ReactantHCID 178425067HCID 178425067—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178425058HCID 1784250589.8%

Reaction Steps

The title compound was prepared by following the procedure described for Example-108 using 2-[(2-chloro-6-methylphenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-35, 0.100 g, 0.268 mmol), thionyl chloride (3.0 mL), 2-fluoro-5-(trifluoromethyl) aniline (0.053 g, 0.296 mmol), THF (10.0 mL) and DIPEA (3 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.014 g of the desired product. 1HNMR (DMSO-d6): δ 1.56 (s, 6H), 2.25 (s, 3H), 3.15 (s, 2H), 7.32 (m, 4H), 7.54 (m, 3H), 8.98 (s, 1H), 10.25 (s, 1H), 11.50 (s, 1H); MS [M+H]+: 533.37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-529648110e2a41d89d1870ad7a096a71
Source noteuspto-grants-2013_08