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 607239노트

반응식

HRID 607239 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
130 °C

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-80392b3139374ea68dbbd0dba9c93980
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915411B2

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