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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7051Generated: October 25, 2026

Methyl 4-(bromomethyl)benzoate → cis-4-[[(2-Carbamoyl-cyclopentyl)-(4-chlorobenzenesulfonyl)-amino]-methyl]-benzoic acid methyl ester

https://huagongshe.com/reaction/7051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
Reactantcis-2-(4-Chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amideHCID 69656020—
Productcis-4-[[(2-Carbamoyl-cyclopentyl)-(4-chlorobenzenesulfonyl)-amino]-methyl]-benzoic acid methyl esterHCID 1129389843%

Reaction Steps

The titled compound (161 mg) was prepared in 43% yield from cis-2-(4-chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amide (250 mg, 0.83 mmol) and methyl 4-(bromomethyl)benzoate according to the N-alkylation procedure described in Example 11: 1H NMR (DMSO-d6) δ 7.82 (d, 2 H, J=8.0 Hz), 7.75 (d, 2 H, J=8.0 Hz), 7.58 (d, 2 H, J=8.0 Hz), 7.33 (d, 2 H, J=8.0 Hz), 7.02 (s br, 1 H), 6.75 (s br, 1 H), 4.67 (AB2,2 H,Δv=20,Jab=24 Hz), 4.33 (m, 1 H), 3.84 (s, 3 H), 2.84 (m, 1 H), 1.73 (m, 4 H), 1.48 (m, 2 H); MS m/e 451.01 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084178B2
Source datasetuspto-grants-2006_08
ORD IDord-8e371e35fc1e435e8257067758daaf41
Source noteuspto-grants-2006_08