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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898425Generated: November 1, 2026

Thionyl Chloride → HCID 178422736, compound

https://huagongshe.com/reaction/1898425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Cyclopropyl-2-fluoroanilineHCID 67503677—
ReactantHCID 178422813HCID 178422813—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178422736HCID 17842273614.9%

Reaction Steps

The title compound was prepared following the procedure described for Example-108 using 2-[(2,6-dichlorophenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-6, 0.100 g, 0.255 mmol), thionyl chloride (1.0 mL), 5-cyclopropyl-2-fluoro aniline (Intermediate-47, 0.077 g, 0.511 mmol), THF (5.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 1.0-2.0% MeOH:DCM to afford 0.020 g of the desired product 1HNMR (DMSO-d6): δ 0.62 (m 2H), 0.94 (d, J=6.3 Hz, 2H), 1.54 (s, 6H), 1.93 (m, 1H), 3.11 (s, 2H), 6.80 (m, 1H), 7.17 (m, 2H), 7.54 (m, 3H), 8.22 (s, 1H), 10.04 (s, 1H), 11-11.5 (s, 2H); MS [M]+: 525.15.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-cf19741e78ad48caa289661ccb4bac82
Source noteuspto-grants-2013_08