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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898383Generated: November 3, 2026

Thionyl Chloride → HCID 178422749, compound

https://huagongshe.com/reaction/1898383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-Tert-ButylanilineHCID 69861—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178422815HCID 178422815—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178422749HCID 17842274940.8%

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), 4-tert-butylaniline (0.079 g, 0.400 mmol), THF (10.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.055 g of the desired product. 1HNMR (DMSO-d6): δ 1.21 (s, 9H), 1.55 (s, 6H), 3.13 (s, 2H), 7.27-7.46 (m, 6H), 7.55 (d, J=8.7 Hz, 2H), 9.67 (s, 1H), 11.20 (s, 2H); MS [M+H]+: 507.50.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-a0db54b0a9104e39a394df2da1feca56
Source noteuspto-grants-2013_08