HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-((5-Formylthiazol-2-yl)amino)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 2-(5-formylthiazol-2-ylamino)acetate | HCID 86700084 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-((5-Formylthiazol-2-yl)amino)acetic acid | HCID 86700085 | 181.2% |
Reaction Steps
To a magnetically stirred solution of material from Example 2 (2.19 g, 9.04 mmol) in CH2Cl2 (50 mL) is added TFA (25 mL, 324 mmol). The resulting solution is allowed to stir at room temperature for 8 h and then evaporated to dryness under a gentle stream of N2 over 18 h. The resulting tan residue is dissolved in CH2Cl2, sonicated briefly and the solvent is removed in vacuo to give 3.05 g (96%) the title compound as a tan solid as a •1.3 TFA salt by weight. LC/MS (Condition A): ret. T=0.82 min, (M+H)+ 187.00. 1H NMR (500 MHz, DMSO-d6) δ ppm 9.67 (1 H, s), 9.11 (1 H, br. s.), 8.05 (1 H, s), 4.12 (2 H, d, J=5.19 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169295B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-bd8df1cd60f34e40bd075107ce928f02 |
| Source note | uspto-grants-2015_10 |