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Oxalyl chloride → 4-(5-{6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylpyridin-3-yl}-1,2,4-oxadiazol-3-yl)benzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Oxalyl chloride | HCID 65578 | — |
| 反応物 | p-Cyanobenzenesulphonamide | HCID 76566 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | N-hydroxy-4-sulfamoylbenzene-1-carboximidamide | HCID 612025 | — |
| 反応物 | 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinic acid | HCID 59495823 | — |
| 生成物 | 4-(5-{6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylpyridin-3-yl}-1,2,4-oxadiazol-3-yl)benzenesulfonamide | HCID 25256472 | — |
反応手順
Oxalyl chloride (122 mL; 1.44 mmol), Intermediate 29 (120 mg; 0.48 mmol), 4-(aminosulfonyl)-N′-hydroxybenzenecarboximidamide, prepared as described in WO 2006/013104 A1 from 4-cyanobenzene-1-sulfonamide (ABCR; CD10716), (103 mg; 0.48 mmol, 1 eq.) and DIEA (248 mL; 1.44 mmol) were reacted according to the procedure described for Example 38. Purification by column chromatography (from cHex/EtOAc, 50/50 to EtOAc) followed by recrystallisation from DCM/n-pentane afforded the title compound as a yellow solid. LC/MS (Method A): 430.3 (M+H)+. HPLC (Method A) Rt 2.80 min (purity 93.1%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08202865B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-9f2657bfda694a018f714d5bbfa4d27f |
| 出典メモ | uspto-grants-2012_06 |