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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191231Generated: November 3, 2026

1-Methyl-5-(2-phenoxymethyl-pyrrolidine-1-sulfonyl)-1H-indole-2,3-dione → (S)-1-methyl-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione

https://huagongshe.com/reaction/2191231

Reaction equation

Participants

RoleNameHCIDCharge
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-methyl-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dioneHCID 1150928948%

Reaction Steps

(S)-1-Methyl-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione (18a) was prepared according to the same procedure for compound 11a, except using compound 17, and purified with ether to afford 46 mg (48%) of 18a as an orange solid, mp 173.5-174.9° C. 1H NMR (300 MHz, CDCl3) δ 8.04 (m, 2H), 7.24 (m, 2H), 6.94 (m, 2H), 6.79 (m, 2H), 4.46 (m, 1H), 4.10 (m, 2H), 3.86 (m, 2H), 3.25 (m, 3H), 2.30 (m, 2H). Anal. Calcd for C19.N2O5S: C, 59.06, H, 4.70, N, 7.25. Found: C, 58.98, H, 4.75; N, 7.19.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329686B2
Source datasetuspto-grants-2012_12
ORD IDord-b0bd12eaf4964a5ea19202e55f6a46d1
Source noteuspto-grants-2012_12