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P-Anisidine → N-{4'-[(4-methoxyanilino)carbonyl]-6-methyl-1,1'-biphenyl-3-yl}-2-pyrrolidin-1-ylisonicotinamide

HRID 351293
ノート
印刷プレビュー

反応式

HRID 351293 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:21])[C:10]2[CH:15]=[CH:14][N:13]=[C:12]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)[CH:11]=2)=[CH:4][C:3]=1[C:22]1[CH:27]=[CH:26][C:25]([C:28](O)=[O:29])=[CH:24][CH:23]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[CH3:74][O:75][C:76]1[CH:82]=[CH:81][C:79]([NH2:80])=[CH:78][CH:77]=1>CN(C=O)C>[CH3:74][O:75][C:76]1[CH:82]=[CH:81][C:79]([NH:80][C:28]([C:25]2[CH:24]=[CH:23][C:22]([C:3]3[C:2]([CH3:1])=[CH:7][CH:6]=[C:5]([NH:8][C:9](=[O:21])[C:10]4[CH:15]=[CH:14][N:13]=[C:12]([N:16]5[CH2:20][CH2:19][CH2:18][CH2:17]5)[CH:11]=4)[CH:4]=3)=[CH:27][CH:26]=2)=[O:29])=[CH:78][CH:77]=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 7732P-AnisidineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 113501482'-Methyl-5'-[(2-pyrrolidin-1-ylisonicotinoyl)amino]-1,1'-biphenyl-4-carboxylic acid

生成物 1

HCID 21090559
N-{4'-[(4-methoxyanilino)carbonyl]-6-methyl-1,1'-biphenyl-3-yl}-2-pyrrolidin-1-ylisonicotinamide
収率 31.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2′-Methyl-5′-[(2-pyrrolidin-1-ylisonicotinoyl)amino]-1,1′-biphenyl-4-carboxylic acid (40 mg, 0.1 mmol), HATU (38 mg, 0.1 mmol), HOBT (13 mg, 0.1 mmol), DIPEA (52 μl), and 4-methoxyaniline (15 mg, 0.12 mmol) were mixed in DMF (1 ml) and stirred at room temperature for 18 h. The solvent was evaporated under vacuum and the residue partitioned between DCM (5 ml) and aqueous sodium carbonate (1M, 5 ml). The organic phase was applied to a silica gel flash column and eluted with DCM/ethanol/ammonia (400:8:1 then 300:8:1), which, after evaporation of the solvents under vacuum, gave N-{4′[(4-methoxyanilino)carbonyl]-6-methyl-1,1′-biphenyl-3-yl}-2-pyrrolidin-1-ylisonicotinamide (16 mg, 30%).

後処理

  1. customThe solvent was evaporated under vacuum
  2. customthe residue partitioned between DCM (5 ml) and aqueous sodium carbonate (1M, 5 ml)
  3. washeluted with DCM/ethanol/ammonia (400:8:1
  4. custom300:8:1), which, after evaporation of the solvents under vacuum

出典と根拠

ORDレコード
ord-4de5ae75042d4626b91822a5508c7174
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07183297B2

反応ノート

読み込み中…

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