HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroacetate → HCID 67520661, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroacetate | HCID 7295 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-[6-Amino-5-(1,3-benzothiazol-2-yl)pyridin-3-yl]phenol | HCID 67520759 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67520661 | HCID 67520661 | — |
Reaction Steps
A solution of 3-[6-amino-5-(1,3-benzothiazol-2-yl)pyridin-3-yl]phenol (80 mg, 0.20 mmol), potassium carbonate (100 mg, 0.700 mmol) and chloroacetic acid methyl ester (33 mg, 0.30 mmol) in DMF was left to stir at rt overnight. To the mixture was added EtOAc (10 mL), which was left to stir at rt for 10 min. Then, the mixture was washed with NaHCO3 aq. soln. (2×). The combined organic extracts were treated with brine, dried over anhydrous Na2SO4 and concentrated in vacuo. Purification via silica gel chromatography (5% MeOH in DCM) afforded the title compound as a yellow solid. MS (ES+): m/z=392.02 (100) [MH+]. HPLC: tR=3.63 min (ZQ3, polar—5 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178668B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-49045580cc154653a5059044358d3d40 |
| Source note | uspto-grants-2012_05 |