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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898397Generated: October 27, 2026

Thionyl Chloride → HCID 178422785, compound

https://huagongshe.com/reaction/1898397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-(Difluoromethyl)-2-fluoroanilineHCID 67503527—
ReactantHCID 178422815HCID 178422815—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178422785HCID 1784227855.8%

Reaction Steps

The title compound was prepared by following the same procedure as described for Example-108 using 2-[(2-chloro-6-fluorophenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-15, 0.150 g, 0.400 mmol), thionyl chloride (2.0 mL), 5-(difluoromethyl)-2-fluoroaniline (Intermediate-46, 0.097 g, 0.600 mmol), THF (5.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on basic alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.012 g of the desired product. 1HNMR (DMSO-d6): δ 1.56 (s, 6H), 3.13 (s, 2H), 7.07 (t, J=55.5 Hz, 1H), 7.33-7.52 (m, 6H), 8.76 (d, J=6.9 Hz, 1H), 10.24 (s, 1H), 11.20 (s, 2H); MS [M+H]+: 519.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-b25606bd9236485289d099d67513d7ba
Source noteuspto-grants-2013_08