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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898387Generated: November 1, 2026

Thionyl Chloride → HCID 178422733, compound

https://huagongshe.com/reaction/1898387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(2-(Trifluoromethyl)phenyl)cyclopropanamineHCID 57364041—
ReactantHCID 178422815HCID 178422815—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178422733HCID 1784227338.1%

Reaction Steps

The title compound was prepared by following the procedure 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, 0.100 g, 0.266 mmol), thionyl chloride (2.0 mL), 1-[2-(trifluoromethyl)phenyl]cyclopropanamine (Intermediate-38, 0.078 g, 0.388 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 (CDCl3): δ 1.08-1.33 (m, 4H), 1.47 (s, 6H), 3.02 (s, 2H), 7.32-7.38 (m, 4H), 7.47 (t, J=6.6 Hz, 1H), 7.61-7.69 (m, 2H), 7.97 (d, J=7.8 Hz, 1H), 8.56 (s, 1H), 10.80-11.00 (s, 2H); MS [M+H]+: 559.26.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-435fd63f53d343fcbce7b5702fb9371e
Source noteuspto-grants-2013_08