HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90961260, compound → [2-(3-Methoxycarbonyl-benzylsulfanyl)-benzoimidazol-1-yl]-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90961260 | HCID 90961260 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | [2-(3-Methoxycarbonyl-benzylsulfanyl)-benzoimidazol-1-yl]-acetic acid | HCID 11610095 | 73.3% |
Reaction Steps
A solution of tert-butyl[2-(3-methoxycarbonyl-benzylsulfanyl)-benzoimidazol-1-yl]-acetate (Precursor H-01b, 31 mg, 0.075 mmol) in TFA/dichloromethane (1:1, 2 ml) is stirred at rt for 4 h. The solvents are removed under a stream of air. The solid residue is suspended in Et2O (2 ml) and sonicated. Filtration, rinsing with Et2O and drying under high vacuum, yields the title compound (19.6 mg) in 73% as a white solid: tR=5.52 min (LC-1), ESI-MS (pos.): m/z 357.25 [M+H]+, ESI-MS (neg.): m/z 355.29 [M−H]+; 1H-NMR (DMSO-d6): δ (ppm) 3.83 (s, 3H, OMe), 4.65 (s, 2H, SCH2), 4.92 (s, 1H, CH2CO2), 7.15-7.21 (m, 2Harom), 7.42-7.48 (m, 2Harom), 7.57 (m, 1Harom), 7.72 (d, 1Harom), 7.81 (d, 1Harom), 8.05 (s, 1Harom).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273740B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-768a767bee894c07b1dd4b47130520ef |
| Source note | uspto-grants-2012_09 |