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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711044Generated: October 30, 2026

Hydrochloric Acid → N-(4-(1H-Pyrrolo[3,2-b]pyridin-7-yloxy)-3-fluorophenylcarbamothioyl)-2-(2,6-dichlorophenyl)acetamide dihydrochloride

https://huagongshe.com/reaction/1711044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-(2,6-Dichlorophenyl)acetyl isothiocyanateHCID 59424439—
ReactantN-(4-(1H-Pyrrolo[3,2-b]pyridin-7-yloxy)-3-fluorophenylcarbamothioyl)-2-phenyl acetamideHCID 59424591—
Reactant4-(1H-Pyrrolo[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamineHCID 59424593—
ReactantHCID 178418790HCID 178418790—
SolventMethanolHCID 887—
ProductN-(4-(1H-Pyrrolo[3,2-b]pyridin-7-yloxy)-3-fluorophenylcarbamothioyl)-2-(2,6-dichlorophenyl)acetamide dihydrochlorideHCID 8660419448%

Reaction Steps

Starting from the compound 268 and following the procedure described above for the synthesis of compound 269a (example 221) but replacing 2-phenylacethyl isothiocyanate with 2-(2,6-dichlorophenyl)acetyl isothiocyanate, a white solid was obtained. This material was dissolved in MeOH and treated with HCl (1 mL, 1.0M in ether). Solvents were removed under the reduced pressure and the residue was lyophilized, to afford the title compound 269b (48% yield) as a yellowish solid. 1H NMR (DMSO-d6) δ (ppm): 13.29 (s, 1H), 12.32 (s, 1H), 12.05(s, 1H), 8.52(d, 1H), 8.14 (m, 2H), 7.64 (m, 2H), 7.51(d, 1H), 7.37(dd, 1H), 6.86 (m, 1H), 6.81(dd, 1H), 4.22 (s, 2H), MS (m/z): 489.1 (M+H) (found).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790729B2
Source datasetuspto-grants-2010_09
ORD IDord-e799686b7e4b49ec8a7249f18638e548
Source noteuspto-grants-2010_09