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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805379Generated: November 3, 2026

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

https://huagongshe.com/reaction/1805379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
ReactantCyclopropanesulfonamideHCID 15765418—
ReactantHCID 67233318HCID 67233318—
Product(1R,2S)-N-(cyclopropylsulfonyl)-3-((2-(4-fluorophenyl)-2'-oxospiro [cyclopropane-1,3'-indoline]-1'-yl)methyl)benzamideHCID 67232733—

Reaction Steps

The title compound was prepared in analogy to Example 60 starting from 3-bromomethyl-benzoic acid methyl ester, cyclopropanesulfonamide (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 C27H23FN2O4S: 490, observed (M+H)+: 491.2 1HNMR (400 MHz, DMSO-d6) δppm 0.84-0.94 (m, 2 H) 0.94-1.04 (m, 2 H) 2.08-2.18 (m, 1 H) 2.32-2.40 (m, 1 H) 2.98-3.09 (m, 1 H) 3.21 (t, 1 H) 5.06 (s, 2 H) 6.09 (d, 1 H) 6.68 (t, 1 H) 6.89 (d, 1 H) 7.00-7.18 (m, 4 H) 7.33-7.50 (m, 4 H) 7.80-7.92 (m, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-bc0f7bd744594f51b44e7ec0947a8074
Source noteuspto-grants-2013_01