HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-4-(trifluoromethyl)benzene → cis-2-[(4-Chlorobenzenesulfonyl)-(4-trifluoromethyl-benzyl)-amino]-cyclopentanecarboxylic acid amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-4-(trifluoromethyl)benzene | HCID 123062 | — |
| Reactant | cis-2-(4-Chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amide | HCID 69656020 | — |
| Product | cis-2-[(4-Chlorobenzenesulfonyl)-(4-trifluoromethyl-benzyl)-amino]-cyclopentanecarboxylic acid amide | HCID 69655963 | 50% |
Reaction Steps
The titled compound (191 mg) was prepared in 50% yield from cis-2-(4-chlorobenzenesulfonylamino)-cyclopentanecarboxylic acid amide (250 mg, 0.83 mmol) and 1-bromomethyl-4-trifluoromethyl-benzene according to the N-alkylation procedure described in Example 11: 1 H NMR (DMSO-d6) δ 7.73 (d, 2 H, J=8.0 Hz), 7.56 (m, 4 H), 7.41 (d, 2 H, J=8.0 Hz), 7.08 (s br, 1 H), 6.77 (s br, 1 H), 4.66 (AB2,2 H,Δv=20,Jab=24 Hz), 4.37 (m, 1 H), 2.85 (m, 1 H), 1.76 (m, 4 H), 1.51 (m, 2 H); MS m/e 460.98 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07084178B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-d45019bce59c47efb688bac5cb18f0b1 |
| Source note | uspto-grants-2006_08 |