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Dimethylformamide → N-{4-[(Pyridin-3-yl)oxy]phenyl}-1H-benzimidazole-2-carboxamide

HRID 641069
ノート
印刷プレビュー

反応式

HRID 641069 の反応式
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[C:10]([OH:12])=O.CN(C(ON1N=[N:28][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH:35]1[CH:36]=[CH:37]C2N(O)N=[N:41][C:39]=2[CH:40]=1.CCN(C(C)C)C(C)C.CN(C=[O:58])C>O>[N:41]1[CH:37]=[CH:36][CH:35]=[C:40]([O:58][C:26]2[CH:27]=[CH:22][C:23]([NH:28][C:10]([C:2]3[NH:1][C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=3)=[O:12])=[CH:24][CH:25]=2)[CH:39]=1
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 5

HCID 6228Dimethylformamide3 回HCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 2332402-Benzimidazolecarboxylic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

生成物 1

HCID 58858400N-{4-[(Pyridin-3-yl)oxy]phenyl}-1H-benzimidazole-2-carboxamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

0.064 mmol of benzimidazolecarboxylic acid 4l was dissolved in DMF together with 0.064 mmol of the amine 5b, a solution of TBTU (0.096 mmol) in DMF, HOBT (0.026 mmol) in DMF and 0.32 mmol of DIPEA were added successively, and the mixture was stirred at room temperature. After 2.5 hours, 0.2 eq. of acid was added, and the mixture was stirred overnight. The reaction mixture was diluted with water and extracted a number of times with ethyl acetate. The combined organic phases were washed 2× with water, dried, filtered and evaporated.

後処理

  1. stirringthe mixture was stirred overnight
  2. extractionextracted a number of times with ethyl acetate
  3. washThe combined organic phases were washed 2× with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-69307ef932164e5c93bcd40d0d69f99a
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07691870B2

反応ノート

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