Dimethylformamide → tert-Butyl{3-[4-(2-fluoroethoxy)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

HRID 41278

반응식

HRID 41278 반응식
CN(C=O)C.[C:6]([O:10][C:11](=[O:34])[NH:12][C:13]1[C:14]([O:32][CH3:33])=[N:15][N:16]2[C:20]([C:21]3[C:26]([O:27][CH3:28])=[CH:25][C:24]([OH:29])=[CH:23][C:22]=3[O:30][CH3:31])=[CH:19][S:18][C:17]=12)([CH3:9])([CH3:8])[CH3:7].C(=O)([O-])[O-].[K+].[K+].I[CH2:42][CH2:43][F:44]>O>[C:6]([O:10][C:11](=[O:34])[NH:12][C:13]1[C:14]([O:32][CH3:33])=[N:15][N:16]2[C:20]([C:21]3[C:22]([O:30][CH3:31])=[CH:23][C:24]([O:29][CH2:42][CH2:43][F:44])=[CH:25][C:26]=3[O:27][CH3:28])=[CH:19][S:18][C:17]=12)([CH3:9])([CH3:8])[CH3:7]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 69804Ethane, 1-fluoro-2-iodo-HCID 44479005Tert-butyl[3-(4-hydroxy-2,6-dimethoxyphenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate

생성물 1

HCID 58223410tert-Butyl{3-[4-(2-fluoroethoxy)-2,6-dimethoxyphenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate수율 100%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a DMF (2.28 ml) solution of tert-butyl[3-(4-hydroxy-2,6-dimethoxyphenyl)-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate (115 mg, 0.273 mmol) were added potassium carbonate (49.0 mg, 0.355 mmol) and 1-iodo-2-fluoroethane (61.7 mg, 0.355 mmol), and the mixture was stirred at room temperature for 20 hours and 30 minutes. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to obtain a crude product of the title compound (128 mg, 0.273 mmol)

후처리

  1. extractionthe mixture was extracted with diethyl ether
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-ccaf200e165e40398a255094fdf05669
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530504B2

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