3-Methylpiperidine → HCID 69200860、化合物

HRID 2114111ノート

反応式

HRID 2114111 の反応式
Cl[C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][N:30]=1)[C:5]([NH:7][C:8]1[CH:9]=[C:10]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([NH:23][CH2:24][CH:25]3[CH2:27][CH2:26]3)=[O:22])=[CH:17][CH:16]=2)[C:11]([CH3:14])=[CH:12][CH:13]=1)=[O:6].[CH3:31][CH:32]1[CH2:37][CH2:36][CH2:35][NH:34][CH2:33]1>>[CH:25]1([CH2:24][NH:23][C:21]([C:18]2[CH:19]=[CH:20][C:15]([C:10]3[C:11]([CH3:14])=[CH:12][CH:13]=[C:8]([NH:7][C:5](=[O:6])[C:4]4[CH:28]=[CH:29][N:30]=[C:2]([N:34]5[CH2:35][CH2:36][CH2:37][CH:32]([CH3:31])[CH2:33]5)[CH:3]=4)[CH:9]=3)=[CH:16][CH:17]=2)=[O:22])[CH2:27][CH2:26]1

参加物

3

反応物 2

HCID 790813-MethylpiperidineHCID 44578670HCID 44578670、化合物

生成物 1

HCID 69200860HCID 69200860、化合物

実験手順

A solution of 2-chloro-N-(4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)isonicotinamide (50 mg, 0.12 mmol) in 3-methylpiperidine (1 ml) was heated at 120° C. for 18 h in a sealed tube. The reaction was concentrated under vacuum, the residue chromatographed on an SPE (C18) eluting with a water/acetonitrile gradient, to give, after evaporation of the solvents under vacuum N-(4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)-2-(3-methylpiperidin-1-yl)isonicotinamide (16 mg). NMR; δH [2H6]—DMSO includes 10.28,(1H, s), 8.62,(1H, t), 8.21,(1H, d), 7.93,(2H, d), 7.70,(1H, dd), 7.65,(1H, d), 7.44,(2H, d), 7.30,(1H, d), 7.20,(1H, s), 6.98,(1H, d), 4.26,(2H, m), 3.16,(2H, t), 2.80,(1H, m), 2.20,(3H, s), 1.78,(1H, m), 1.68,(1H, m), 1.57,(1H, m), 1.45,(1H, m), 1.15,(1H, m), 1.04,(1H, m),0.91,(2H, d), 0.43,(2H, m), 0.24,(2H, m). LCMS: retention time 3.54 min, MH+483.

後処理

  1. concentrationThe reaction was concentrated under vacuum
  2. customthe residue chromatographed on an SPE (C18)
  3. washeluting with a water/acetonitrile gradient
  4. customto give
  5. customafter evaporation of the solvents under vacuum N-(4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)-2-(3-methylpiperidin-1-yl)isonicotinamide (16 mg)

出典と根拠

ORDレコード
ord-b8cf29d872ed493ba7ff2beb3d3a4fe8
出典データセット
uspto-grants-2008_10
特許番号
US07432289B2

反応ノート

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