2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine → (7-Cyclopropyl-pyrido[2,3-d]pyrimidin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amine

HRID 607236Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 607236
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:11]=2[NH2:17])=[CH:5][CH:4]=1.C([C:20]1[C:21]([N:29]=[CH:30][N:31]([CH3:33])C)=[N:22][C:23]([CH:26]2[CH2:28][CH2:27]2)=[CH:24][CH:25]=1)#N.NC1C=C(C)C=CC=1SC1C=CC(O)=CC=1.C(C1C(N=CN(C)C)=NC(C)=CC=1)#N>>[CH:26]1([C:23]2[CH:24]=[CH:25][C:20]3[C:33]([NH:17][C:11]4[CH:12]=[C:13]([CH3:16])[CH:14]=[CH:15][C:10]=4[S:9][C:6]4[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=4)=[N:31][CH:30]=[N:29][C:21]=3[N:22]=2)[CH2:27][CH2:28]1

Komponenten

5

Edukt 4

HCID 433496162-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine2×HCID 668081234-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 66808412N'-(3-Cyano-6-cyclopropyl-pyridin-2-yl)-N,N-dimethyl-formamidine2×HCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine

Produkt 1

HCID 66808553(7-Cyclopropyl-pyrido[2,3-d]pyrimidin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amine

Versuchsvorschrift

2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine (Example 118) was reacted with the product from Example 119A using the procedure from Example 102 substituting 2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine for the product from Example 6c and substituting the product from Example 119A for the product from Example 10B to provide the crude residue which was purified by trituration with methanol to provide the title compound. 1H NMR (300 MHz, DMSO-D6) δ ppm: 0.96-1.30 (m, J=5.52 Hz, 4H), 2.21-2.42 (m, 1H), 2.31 (s, 3H), 3.71 (s, 3H), 6.85 (d, J=8.82 Hz, 2H), 6.99-7.12 (m, 2H), 7.24 (d, J=8.82 Hz, 2H), 7.63 (d, J=8.46 Hz, 1H), 8.53 (s, 1H), 8.72 (d, J=8.46 Hz, 1H), 10.33 (s, 1H); MS (ESI)+ m/z 415 (M+H)+.

Aufarbeitung

  1. customto provide the crude residue which
  2. customwas purified by trituration with methanol

Quellen und Nachweise

ORD-Eintrag
ord-69e50d95f0df4002a3637e1d63845633
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915411B2

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