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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191235Generated: November 2, 2026

alpha-Bromo-o-fluorotoluene → (S)-1-(2-fluorobenzyl)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione

https://huagongshe.com/reaction/2191235

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-Bromo-o-fluorotolueneHCID 67968—
Reactant1-Methyl-5-(2-phenoxymethyl-pyrrolidine-1-sulfonyl)-1H-indole-2,3-dioneHCID 5288850—
Reactant(S)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dioneHCID 11624920—
Product(S)-1-(2-fluorobenzyl)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dioneHCID 11634372—

Reaction Steps

(S)-1-(2-Fluorobenzyl)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione (18f) was prepared according to the same procedure for compound 11a, except using compound 17 and 2-fluorobenzyl bromide, and purified with solid, mp 147.1-148.0° C. 1H NMR (300 MHz, CDCl3) δ 8.05 (d, J=1.8 Hz, 1H), 8.00 (dd, J=8.25 Hz, J=2.1 Hz, 1H), 7.35 (m, 2H), 7.24-7.11 (m, 3H), 7.02-6.78 (m, 5H), 4.98 (s, 2H), 4.47 (m, 1H), 4.11 (m, 2H), 3.85 (m, 2H), 2.35-2.25 (m, 2H). Anal. Calcd for C25H21FN2O5S: C, 62.49, H, 4.41; N, 5.83. Found: C, 62.25, H, 4.47; N, 5.68.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329686B2
Source datasetuspto-grants-2012_12
ORD IDord-94a5c7114bd5467aa5418a2adcec434a
Source noteuspto-grants-2012_12