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2-Nitro-5-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazol-4-yl)phenyl]thiophene-3-carboxamide → 2-Amino-5-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazol-4-yl)phenyl]thiophene-3-carboxamide

HRID 385749
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HRID 385749 반응식
[N+:1]([C:4]1[S:5][C:6]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[N:19]=[N:20][N:21]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[CH:22]=3)=[CH:14][CH:13]=2)=[CH:7][C:8]=1[C:9]([NH2:11])=[O:10])([O-])=O>CO.CN(C=O)C.[Pt]>[NH2:1][C:4]1[S:5][C:6]([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[N:19]=[N:20][N:21]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[CH:22]=3)=[CH:14][CH:13]=2)=[CH:7][C:8]=1[C:9]([NH2:11])=[O:10]
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참가 물질

5

반응물 1

HCID 595258022-Nitro-5-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazol-4-yl)phenyl]thiophene-3-carboxamide

생성물 1

HCID 595259182-Amino-5-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazol-4-yl)phenyl]thiophene-3-carboxamide

시약·촉매·용매 3

HCID 23939Platinum촉매HCID 887Methanol용매2회HCID 6228Dimethylformamide
용매

실험 절차

To a solution of 2-nitro-5-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,3-triazol-4-yl)phenyl]thiophene-3-carboxamide (440 mg, 0.99 mmol) in MeOH (15 mL) was added 3% Pt/C doped with 0.6% V (64 mg, 9.9 μmmol). The reaction was stirred under a hydrogen balloon at room temperature overnight. The solution was diluted with MeOH and DMF, filtered through Celite, and evaporated. The crude was triturated with MeOH and filtered to isolate the title compound as a gray solid. The mother liquor was concentrated, triturated with CH2Cl2, and filtered to isolate additional product.

후처리

  1. filtrationfiltered through Celite
  2. customevaporated
  3. customThe crude was triturated with MeOH
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-e6d1739226a84e3285ec5727a65dc69b
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367706B2

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