Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Oxalyl chloride → 4-(5-{6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylpyridin-3-yl}-1,2,4-oxadiazol-3-yl)benzenesulfonamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Oxalyl chloride | HCID 65578 | — |
| 반응물 | p-Cyanobenzenesulphonamide | HCID 76566 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | N-hydroxy-4-sulfamoylbenzene-1-carboximidamide | HCID 612025 | — |
| 반응물 | 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinic acid | HCID 59495823 | — |
| 생성물 | 4-(5-{6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylpyridin-3-yl}-1,2,4-oxadiazol-3-yl)benzenesulfonamide | HCID 25256472 | — |
반응 단계
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%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08202865B2 |
| 출처 데이터셋 | uspto-grants-2012_06 |
| ORD ID | ord-9f2657bfda694a018f714d5bbfa4d27f |
| 출처 메모 | uspto-grants-2012_06 |