HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Isopropylphenylboronic acid → Methyl 4-[(4-methylethylphenyl)amino]-5-methylthiothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Isopropylphenylboronic acid | HCID 2773480 | — |
| Reactant | Methyl 4-{[4-(methylethyl)phenyl]amino}-5-methylthiothiophene-2-carboxylate | HCID 86583855 | — |
| Reactant | Methyl 4-amino-5-methylthiothiophene-2-carboxylate | HCID 86583856 | — |
| Product | Methyl 4-[(4-methylethylphenyl)amino]-5-methylthiothiophene-2-carboxylate | HCID 86583854 | 12.5% |
Reaction Steps
Methyl 4-{[4-(methylethyl)phenyl]amino}-5-methylthiothiophene-2-carboxylate: Using a procedure similar to Example 208, step (a), 74.4 mg (0.36 mmol) of methyl 4-amino-5-methylthiothiophene-2-carboxylate was allowed to react with 118 mg (2 equiv, 0.72 mmol) of 4-isopropylphenyl boronic acid to give 14.5 mg (12.5%) of methyl 4-[(4-methylethylphenyl)amino]-5-methylthiothiophene-2-carboxylate. 1H NMR (CDCl3, 400 MHz) δ 1.26 (d, 6H, J=6.2 Hz), 2.39 (s, 3H), 2.89 (m, 1H), 3.89 (s, 3H), 6.98-7.01 (m, 2H), 7.17-7.19 (m, 2H), 7.73 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562840B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-74fc576ce37a45c28de6825eaac0c28a |
| Source note | uspto-grants-2003_05 |