N-[4-(2-Amino-4-methyl-phenylsulfanyl)-phenyl]-acetamide → N-[4-[4-methyl-2-[(7-propylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]sulfanylphenyl]acetamide

HRID 607239ノート

反応式

HRID 607239 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[CH:12][CH:11]=1.C([C:22]1[C:23]([N:31]=[CH:32][N:33]([CH3:35])C)=[N:24][C:25]([CH2:28][CH2:29][CH3:30])=[CH:26][CH:27]=1)#N>C(O)(=O)C>[CH3:8][C:6]1[CH:5]=[CH:4][C:3]([S:9][C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[CH:12][CH:11]=2)=[C:2]([NH:1][C:35]2[C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH3:30])=[N:24][C:23]=3[N:31]=[CH:32][N:33]=2)[CH:7]=1

参加物

4

反応物 2

HCID 43168935N-[4-(2-Amino-4-methyl-phenylsulfanyl)-phenyl]-acetamideHCID 66808626N'-(3-Cyano-6-propyl-pyridin-2-yl)-N,N-dimethyl-formamidine

生成物 1

HCID 57396650N-[4-[4-methyl-2-[(7-propylpyrido[2,3-d]pyrimidin-4-yl)amino]phenyl]sulfanylphenyl]acetamide収率 78.1%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
130 °C

実験手順

The product from Example 7b (49 mg 0.231 mmol) and the product from Example 128A (50 mg, 0.231 mmol) were dissolved in acetic acid (1 mL) and heated to 130° C. for 1.5 hours. After cooling to room temperature and removal of the acetic acid solvent under vacuum methanol (3 mL) was added to the oil which caused a solid to form which was triturated with methanol to provide the title compound 80 mg, 78%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 0.95 (t, J=7.4 Hz, 3H), 1.89 (m, 2H), 2.02 (s, 3H), 2.32 (s, 3H), 2.89 (t, J=7.5 Hz, 2H), 7.06 (s, 2H), 7.21 (t, J=8.5 Hz, 2H), 7.30 (s, 1H), 7.50 (d, J=8.8 Hz, 2H), 7.52 (m, 1H), 8.52 (s, 1H), 8.74 (d, J=7.7 Hz, 1H), 10.00 (s, 1H); MS (ESI)+ m/z 444 (M+H)+.

後処理

  1. temperatureAfter cooling to room temperature
  2. customremoval of the acetic acid solvent under vacuum methanol (3 mL)
  3. additionwas added to the oil which
  4. customto form which
  5. customwas triturated with methanol

出典と根拠

ORDレコード
ord-80392b3139374ea68dbbd0dba9c93980
出典データセット
uspto-grants-2011_03
特許番号
US07915411B2

反応ノート

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