HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → N-[3-(4-dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Dimethylamino)phenylboronic acid | HCID 2734344 | — |
| Reactant | Tert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate | HCID 22567134 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[3-(4-dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide | HCID 22567177 | 24.5% |
Reaction Steps
N-[3-(4-Dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide can be obtained as described in Example 59 from 1 g of tert-butyl 3-iodo-5-(2-methylsulfonylbenzenesulfonylamino)indazole-1-carboxylate, 570 mg of 4-dimethylaminophenylboronic acid, 40 ml of dimethylformamide, 3.2 ml of a saturated aqueous solution of sodium hydrogencarbonate and 50 mg of tetrakis(triphenylphosphine)palladium[0]. 200 mg of N-[3-(4-dimethylaminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide are thus obtained in the form of a yellow solid melting above 260° C. (analysis C22H22N4O4S2 % calculated C, 56.15; H, 4.71; N, 11.91; O, 13.60; S, 13.63. % found C, 55.74; H, 4.81; N, 12.03; S, 13.34).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858638B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-7f0add7dca7a421fa869e9b1f6db37d8 |
| Source note | uspto-grants-2005_02 |