HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-(bromomethyl)benzoate → cis-4-[[(2-Carbamoyl-cycloheptyl)-(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)-cycloheptanecarboxylic acid amide | HCID 69656232 | — |
| Product | cis-4-[[(2-Carbamoyl-cycloheptyl)-(4-chlorobenzenesulfonyl)-amino]-methyl]-benzoic acid methyl ester | HCID 11236936 | 28% |
Reaction Steps
The titled compound (321 mg) was prepared in 28% yield from cis-2-(4-chlorobenzenesulfonylamino)-cycloheptanecarboxylic acid amide (800 mg, 2.42 mmol) and methyl 4-(bromomethyl)benzoate according to the N-alkylation procedure described in Example 11: 1H NMR (DMSO-d6) δ 7.83 (m, 4 H), 7.65 (d, 2 H,J=8.0 Hz), 7.45 (d, 2 H, J=12.0 Hz), 7.31 (s br, 1 H), 6.64 (s br, 1 H), 4.60 (AB2,2 H,Δv=16,Jab=92 Hz), 3.96 (m, 1 H), 3.85 (m, 3 H), 2.78 (m, 1 H), 2.28 (m, 1 H), 1.72 (m, 2 H), 1.35 (m, 7 H); MS m/e 479.12 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07084178B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-0d22981a7dc349ca9113c23a40cea26a |
| Source note | uspto-grants-2006_08 |