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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
ノート
印刷プレビュー

反応式

HRID 385749 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23939Platinum触媒HCID 887Methanol溶媒2 回HCID 6228Dimethylformamide
溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-e6d1739226a84e3285ec5727a65dc69b
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08367706B2

反応ノート

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