Sodium hydride → N-(4-chloro-5-methyl-3-isoxazolyl)-2-ethylthieno[2,3-b]pyridine-3-sulfonamide

HRID 2393127노트

반응식

HRID 2393127 반응식
[H-].[Na+].[Cl:3][C:4]1[C:5]([NH2:10])=[N:6][O:7][C:8]=1[CH3:9].[CH2:11]([C:13]1[S:21][C:16]2=[N:17][CH:18]=[CH:19][CH:20]=[C:15]2[C:14]=1[S:22](Cl)(=[O:24])=[O:23])[CH3:12]>C1COCC1>[Cl:3][C:4]1[C:5]([NH:10][S:22]([C:14]2[C:15]3[C:16](=[N:17][CH:18]=[CH:19][CH:20]=3)[S:21][C:13]=2[CH2:11][CH3:12])(=[O:24])=[O:23])=[N:6][O:7][C:8]=1[CH3:9]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 120449152-Ethylthieno[2,3-b]pyridine-3-sulfonyl chlorideHCID 180092614-Chloro-5-methyl-1,2-oxazol-3-amine

생성물 1

HCID 12044905N-(4-chloro-5-methyl-3-isoxazolyl)-2-ethylthieno[2,3-b]pyridine-3-sulfonamide수율 35.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

N-(4-chloro-5-methyl-3-isoxazolyl)-2-ethylthieno[2,3-bjpyridine-3-sulfonamide was prepared according to Example 1 (C), using NaH (44 mg, 1.9 mmoles), THF (5 ml), 4-chloro-5-methyl-3-aminoisoxazole (82 mg, 0.62 mmoles) and 2-ethylthieno[2,3-b]pyridine-3-sulfonyl chloride (0.19 g, 0.71 mmoles). Flash chromatography (50% EtOAc/hexanes) followed by recrystallization from EtOAc/hexanes provided 78 mg (35%) of the title compound as a light yellow solid, m.p. 172°-174° C.

후처리

  1. customN-(4-chloro-5-methyl-3-isoxazolyl)-2-ethylthieno[2,3-bjpyridine-3-sulfonamide was prepared
  2. customFlash chromatography (50% EtOAc/hexanes) followed by recrystallization from EtOAc/hexanes

출처 및 근거

ORD 기록
ord-a834878ba8ad423299fafd5302348c90
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05804585

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