HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate → 2-({[5-Chloro-4-(2,5-difluorophenyl)thiophen-2-yl]sulfonyl}amino)-5-methyl-1,3-thiazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate | HCID 1132801 | — |
| Reactant | 5-Chloro-4-(2,5-difluorophenyl)thiophene-2-sulfonyl chloride | HCID 86689190 | — |
| Product | 2-({[5-Chloro-4-(2,5-difluorophenyl)thiophen-2-yl]sulfonyl}amino)-5-methyl-1,3-thiazole-4-carboxylic acid | HCID 86689200 | 21% |
Reaction Steps
The product was prepared from methyl 2-amino-5-methyl-1,3-thiazole-4-carboxylate (25 mg, 0.15 mmol), and 5-chloro-4-(2,5-difluorophenyl)thiophene-2-sulfonyl chloride (Intermediate 20) (48 mg, 0.15 mmol) according to the General Procedure 11, described in Example 131. The crude product was purified using reversed phase chromatography (ACE C8, 5 μm, 21×50 mm, flow 25 ml/min, gradient: H20.1% TFA in water/MeCN over 6 minutes). The title compound was obtained in 21% yield (14.1 mg). 1H NMR (400 MHz, MeOH-d4) δ ppm 2.56 (s, 3 H) 7.17-7.30 (m, 3 H) 7.55 (d, J=1.76 Hz, 1 H). MS (ESI+) m/z 451 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233946B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-b057e7aa1d26434f9315893dfe046783 |
| Source note | uspto-grants-2016_01 |