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Diisopropylethylamine → {5-Bromo-2-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenylcarbamoyl]thiophen-3-yl}carbamic acid tert-butyl ester

HRID 532431
ノート
印刷プレビュー

反応式

HRID 532431 の反応式
[B-](F)(F)(F)F.C[CH2:7][O:8][C:9]([C:11]([C:21]#[N:22])=NOC(N(C)C)=[N+](C)C)=O.C(N(CC)C(C)C)(C)C.[Br:32][C:33]1[S:37][C:36]([C:38]([OH:40])=O)=[C:35]([NH:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH:34]=1.CONC1C=C[C:55]([O:58][CH2:59][CH2:60][N:61]2[CH2:65][CH2:64][CH2:63][CH2:62]2)=[CH:54][CH:53]=1>CN(C=O)C.C(OCC)(=O)C>[C:45]([O:44][C:42](=[O:43])[NH:41][C:35]1[CH:34]=[C:33]([Br:32])[S:37][C:36]=1[C:38](=[O:40])[NH:22][C:21]1[CH:53]=[CH:54][C:55]([O:58][CH2:59][CH2:60][N:61]2[CH2:62][CH2:63][CH2:64][CH2:65]2)=[C:9]([O:8][CH3:7])[CH:11]=1)([CH3:48])([CH3:47])[CH3:46]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 219758545-Bromo-3-((tert-butoxycarbonyl)amino)thiophene-2-carboxylic acidHCID 86628783Methoxy-4-(2-pyrrolidin-1-ylethoxy)phenylamine

生成物 1

HCID 68940005{5-Bromo-2-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenylcarbamoyl]thiophen-3-yl}carbamic acid tert-butyl ester

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

TOTU (327.3 mg) and N,N-diisopropylethylamine (122.8 mg) were added to a mixture of 5-bromo-3-tert-butoxycarbonylaminothiophene-2-carboxylic acid (306.1 mg), methoxy-4-(2-pyrrolidin-1-ylethoxy)phenylamine (224.5 mg) in DMF (3.8 mL). The reaction mixture was stirred at room temperature overnight. Ethyl acetate was then added, and the organic phase was washed with 10% strength citric acid and saturated sodium bicarbonate solution. The organic phase was dried over sodium sulfate and concentrated. The product with the molecular weight of 539.11 (C23H30BrN3O5S) was obtained in this way; MS (ESI): 540, 542 (M+H+).

後処理

  1. washthe organic phase was washed with 10% strength citric acid and saturated sodium bicarbonate solution
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. concentrationconcentrated
  4. customThe product with the molecular weight of 539.11 (C23H30BrN3O5S) was obtained in this way

出典と根拠

ORDレコード
ord-89395a65deee4b49879a47f6c7533cd6
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08853208B2

反応ノート

読み込み中…

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