Triethylamine → HCID 178480295, 화합물

HRID 1931120노트

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HRID 1931120 반응식
[C:1]([C:5]1[N:9]([CH3:10])[N:8]([CH2:11][CH:12]2[CH2:15][CH2:14][CH2:13]2)[C:7](=[NH:16])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[F:17][C:18]1[CH:26]=[CH:25][C:24]([S:27](=[O:30])(=[O:29])[NH2:28])=[CH:23][C:19]=1[C:20](O)=[O:21].CCN(CC)CC.C(P(=O)(OCC)OCC)#N>C1COCC1>[NH2:28][S:27]([C:24]1[CH:25]=[CH:26][C:18]([F:17])=[C:19]([CH:23]=1)[C:20](/[N:16]=[C:7]1/[N:8]([CH2:11][CH:12]2[CH2:13][CH2:14][CH2:15]2)[N:9]([CH3:10])[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[CH:6]/1)=[O:21])(=[O:30])=[O:29]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 24926842-Fluoro-5-sulfamoylbenzoic acidHCID 666432695-Tert-butyl-2-(cyclobutylmethyl)-1-methyl-1h-pyrazol-3(2h)-imine

생성물 1

HCID 178480295HCID 178480295, 화합물수율 32.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of Example 113C (0.43 g, 1.9 mmol) and 2-fluoro-5-sulfamoylbenzoic acid (Enamine, 0.47 g, 2.1 mmol) in THF (10 mL) was added Et3N (0.68 mL, 4.9 mmol) followed by diethyl cyanophosphonate (0.44 mL, 2.9 mmol). The mixture was stirred at ambient temperature for 2 hours then concentrated under reduced pressure. Purification by column chromatography (SiO2, 50% hexanes/EtOAc to 100% EtOAc to 9:1:0.1 EtOAc:MeOH:Et3N) afforded the title compound (0.26 g, 0.62 mmol, 32% yield). MS (DCI/NH3) m/z 423 (M+H)+.

후처리

  1. concentrationthen concentrated under reduced pressure
  2. customPurification by column chromatography (SiO2, 50% hexanes/EtOAc to 100% EtOAc to 9:1:0.1 EtOAc:MeOH:Et3N)

출처 및 근거

ORD 기록
ord-e64fca9a93e942c49d5d797788a42009
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188135B2

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