HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-(bromomethyl)benzoate → cis-4-[[(2-Carbamoyl-cyclopentyl)-(4-chlorobenzenesulfonyl)-amino]-methyl]-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-(bromomethyl)benzoate | HCID 256687 | — |
| Reactant | cis-2-(4-Chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amide | HCID 69656020 | — |
| Product | cis-4-[[(2-Carbamoyl-cyclopentyl)-(4-chlorobenzenesulfonyl)-amino]-methyl]-benzoic acid methyl ester | HCID 11293898 | 43% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07084178B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-8e371e35fc1e435e8257067758daaf41 |
| Source note | uspto-grants-2006_08 |