HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl[2-(2-methoxy-benzylsulfanyl)-benzoimidazol-1-yl]-acetate → [2-(2-Methoxy-benzylsulfanyl)-benzoimidazol-1-yl]-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl[2-(2-methoxy-benzylsulfanyl)-benzoimidazol-1-yl]-acetate | HCID 90907082 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | [2-(2-Methoxy-benzylsulfanyl)-benzoimidazol-1-yl]-acetic acid | HCID 69318939 | 97.4% |
Reaction Steps
A solution of tert-butyl[2-(2-methoxy-benzylsulfanyl)-benzoimidazol-1-yl]-acetate (Precursor C-01b, 20 mg, 0.05 mmol) is stirred in TFA/dichloromethane (1:1, 4.0 ml) at rt overnight. The volatiles are removed in vacuo and the residue is dried under high vacuum, yielding the title compound (16.0 mg) in 94% as a white solid: tR=5.27 min (LC-1), MS (pos.): m/z 329.22 [M+H]+, MS (neg.): m/z 327.20 [M−H]+; 1H-NMR (DMSO-d6): δ (ppm) 3.82 (s, 3H, OCH3), 4.51 (s, 2H, SCH2), 4.92 (s, 2H, CH2CO2), 6.89 (t, 1Harom), 7.04 (d, 1Harom), 7.18 (m, 2Harom), 7.30 (t, 1Harom), 7.40 (d, 1Harom), 7.50 (m, 1Harom), 7.61 (m, 1Harom).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273740B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-c88565cbafc641699c7eb6fc4b87406a |
| Source note | uspto-grants-2012_09 |