HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 54336742, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-(2-Pyridyl)thiophene-2-sulfonyl chloride | HCID 2737231 | — |
| Reactant | HCID 18376207 | HCID 18376207 | — |
| Reactant | {3-[(4-Thiazol-2-yl-benzylamino)-methyl]-phenoxy}-acetic Acid Tert-butyl Ester | HCID 53752425 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 54336742 | HCID 54336742 | 33.9% |
Reaction Steps
To a solution of {3-[(4-thiazol-2-yl-benzylamino)-methyl-]-phenoxy}-acetic acid tert butyl ester (111 mg, 0.270 mmol), prepared in Step A of Example 13i, triethylamine (120 mg, 1.19 mmol) and dichloroethane (10 mL) was added 5-pyridin-2-yl-thiophene-2-sulfonyl chloride (77.2 mg, 0.297 mmol). The reaction was stirred for 72 h and additional 5 pyridin-2-yl-thiophene-2-sulphonyl chloride (38.5 mg) was added. The reaction was stirred for an additional 48 h. The organic solution was washed sequentially with 5.5% HCl, water, saturated sodium bicarbonate solution, and brine. The organic solution was dried (MgSO4), filtered, and concentrated. Flash chromatography (CHCl3:MeOH 99:1) provided the title compound of Step A (58 mg). MS 633 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498172B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-1c826dcbe9bd4640a64783e1ad1c3156 |
| Source note | uspto-grants-2002_12 |