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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805378Generated: November 1, 2026

Methanesulfonamide → (1S,2R)-3-((2-(4-fluorophenyl)-2'-oxospiro[cyclopropane-1,3'-indoline]-1'-yl)methyl)-N-(methylsulfonyl)benzamide

https://huagongshe.com/reaction/1805378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
ReactantHCID 67233318HCID 67233318—
Product(1S,2R)-3-((2-(4-fluorophenyl)-2'-oxospiro[cyclopropane-1,3'-indoline]-1'-yl)methyl)-N-(methylsulfonyl)benzamideHCID 67234413—

Reaction Steps

The title compound was prepared in analogy to Example 60 starting from 3-bromomethyl-benzoic acid methyl ester, methylsulfonamide (commercially available), (1R,2S) and (1S,2R)-2-(4-fluorophenyl)spiro[cyclopropane-1,3′-indolin]-2′-one prepared as in Scheme 1. LC/MS m/e calcd. for C25H21FN2O4S: 470, observed (M+H)+: 471.2 1HNMR (400 MHz, DMSO-d6) δppm 2.10-2.18 (m, 1 H) 2.33-2.42 (m, 1 H) 3.18-3.27 (m, 1 H) 3.38 (s, 3 H) 5.10 (s, 2 H) 6.12 (d, 1 H) 6.71 (t, 1 H) 6.89-6.97 (m, 1 H) 7.03-7.09 (m, 1 H) 7.11-7.18 (m, 2H) 7.31-7.41 (m, 2 H) 7.48-7.55 (m, 1 H) 7.56-7.63 (m, 1 H) 7.82-7.93 (m, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-1a1297f6c5af4c3a9b1b333b314e9223
Source noteuspto-grants-2013_01