HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-[6-(4-Methanesulfonyl-phenylamino)-5-nitro-pyrimidin-4-yloxy]-piperidine-1-carboxylic Acid 2-isopropyl-5-methyl-cyclohexyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Menthyl chloroformate | HCID 151928 | — |
| Reactant | (4-Methanesulfonyl-phenyl)-[5-nitro-6-(piperidin-4-yloxy)-pyrimidin-4-yl]-amine | HCID 11257886 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[6-(4-Methanesulfonyl-phenylamino)-5-nitro-pyrimidin-4-yloxy]-piperidine-1-carboxylic Acid 2-isopropyl-5-methyl-cyclohexyl Ester | HCID 66673888 | — |
Reaction Steps
Compound A23 was prepared in a similar manner as described above using (4-methanesulfonyl-phenyl)-[5-nitro-6-(piperidin-4-yloxy)-pyrimidin-4-yl]-amine (i.e., Compound A2) (15 mg, 0.035 mmol), triethylamine (50 μl), menthyl chloroformate (10 mg, 0.046 mmol), DMF (0.6 mL), 1H NMR (CDCl3, 400 MHz) δ 0.81 (d, 3H), 0.92 (d, 6H), 1.06 (m,1H), 1.10 (m, 1H), 1.41 (m, 1H), 1.51 (m, 1H), 1.67 (m,2H), 1.94 (m, 4H), 2.08 (m, 2H), 3.08 (s, 3H), 3.65 (m, 4H), 4.58 (m, 1H), 5.60 (m, 1H), 7.86 (d, 2H), 7.97 (d, 2H), 8.41 (s, 1H), 10.18 (s, 1H). Exact mass calculated for C27H37N5O7S 575.24, found 576.4 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546429B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-cdc6b4ba8da5402ea40b5ae5153508aa |
| Source note | uspto-grants-2013_10 |