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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805366Generated: October 29, 2026

Methyl 4-(bromomethyl)benzoate → (1R,2S)-4-((2-(4-fluorophenyl)-2'-oxospiro[cyclopropane-1,3'-indoline]-1'-yl)methyl)benzoic acid

https://huagongshe.com/reaction/1805366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
ReactantHCID 67233318HCID 67233318—
Product(1R,2S)-4-((2-(4-fluorophenyl)-2'-oxospiro[cyclopropane-1,3'-indoline]-1'-yl)methyl)benzoic acidHCID 58305348—

Reaction Steps

The title compound was prepared in analogy to Example 1 starting from 4-bromomethyl-benzoic acid methyl ester (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 C24H18FlNO3: 387, observed (M+H)+: 388.1 1H NMR (400 MHz, DMSO-d6) δppm 2.05-2.14 (m, 1 H) 2.30-2.40 (m, 1 H) 3.21 (t, 2 H) 5.09 (s, 2 H) 6.10 (d, 1 H) 6.70 (t, 1 H) 6.92 (d, 1 H) 7.07 (t, 1 H) 7.11-7.20 (m, 2 H) 7.31-7.38 (m, 2 H) 7.44 (d, 2 H) 7.93 (d, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-7a70cf097bfd4756a3071198e9e0b1ed
Source noteuspto-grants-2013_01