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Triethylamine → N-{5-[2-Bromo-5-(1-methyl-piperidin-4-ylsulfamoyl)-thiophen-3-yl]-4-methyl-thiazol-2-yl}-acetamide

HRID 1360879
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HRID 1360879 반응식
[C:1]([NH:4][C:5]1[S:6][C:7]([C:11]2[CH:12]=[C:13]([S:17](Cl)(=[O:19])=[O:18])[S:14][C:15]=2[Br:16])=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2].C(N(CC)CC)C.[CH3:28][N:29]1[CH2:34][CH2:33][CH:32]([NH2:35])[CH2:31][CH2:30]1>C(Cl)Cl>[Br:16][C:15]1[S:14][C:13]([S:17](=[O:19])(=[O:18])[NH:35][CH:32]2[CH2:33][CH2:34][N:29]([CH3:28])[CH2:30][CH2:31]2)=[CH:12][C:11]=1[C:7]1[S:6][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[N:9][C:8]=1[CH3:10]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27375314-Amino-1-methylpiperidineHCID 866231464-[2-(Acetylamino)-4-methyl-1,3-thiazol-5-yl]-5-bromothiophene-2-sulfonylchloride

생성물 1

HCID 86652443N-{5-[2-Bromo-5-(1-methyl-piperidin-4-ylsulfamoyl)-thiophen-3-yl]-4-methyl-thiazol-2-yl}-acetamide수율 74%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

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온도
0 °C

실험 절차

4-[2-(acetylamino)-4-methyl-1,3-thiazol-5-yl]-5-bromothiophene-2-sulfonyl chloride, prepared as in Step III of Example 23 (200 mg; 0.48 mmol; 1 eq), is dissolved in anhydrous DCM (10 ml). The reaction mixture is cooled down to 0° C. and put under nitrogen. Triethylamine (0.27 ml; 1.92 mmol; 4 eq) and 1-methyl-piperidin-4-ylamine (0.11 ml; 0.96 mmol; 2 eq) are added successively and the reaction mixture is stirred at 0° C. for 40 minutes. It is then washed with water, NaHCO3 and dried over MgSO4, affording the title compound (185 mg; 74%).

후처리

  1. washIt is then washed with water, NaHCO3
  2. dry with materialdried over MgSO4

출처 및 근거

ORD 기록
ord-66ff60147fb740fb93ebdb77f48a8fbf
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07879888B2

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