4-[2-Amino-4-(4-methoxy-benzyloxy)-phenylsulfanyl]-phenol → 4-[4-(3-Methoxy-benzyloxy)-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol

HRID 607185Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 607185
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[CH:5]=[CH:4][C:3]=1[S:18][C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1.C([C:28]1[C:29]([N:35]=[CH:36][N:37]([CH3:39])C)=[N:30][C:31]([CH3:34])=[CH:32][CH:33]=1)#N.NC1C=C(OCC2C=CC(OC)=CC=2)C=CC=1SC1C=CC(O)=CC=1>>[CH3:17][O:16][C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][CH:13]=1)[CH2:9][O:8][C:6]1[CH:5]=[CH:4][C:3]([S:18][C:19]2[CH:20]=[CH:21][C:22]([OH:25])=[CH:23][CH:24]=2)=[C:2]([NH:1][C:39]2[C:28]3[CH:33]=[CH:32][C:31]([CH3:34])=[N:30][C:29]=3[N:35]=[CH:36][N:37]=2)[CH:7]=1

Komponenten

4

Edukt 3

HCID 668084074-[2-Amino-4-(4-methoxy-benzyloxy)-phenylsulfanyl]-phenolHCID 668085064-[2-Amino-4-(3-methoxy-benzyloxy)-phenylsulfanyl]-phenol2×HCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine

Produkt 1

HCID 602047744-[4-(3-Methoxy-benzyloxy)-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenolAusbeute 26 %

Versuchsvorschrift

The product of Example 31A was reacted with the product of Example 10B using the procedure of Example 10F substituting the product of Example 31A for the product of Example 10E to provide a solid which was triturated with methanol to provide the title compound (24 mg, 26%). 1H NMR (300 MHz, DMSO-D6) δ ppm 9.93 (s, 1H), 9.63 (s, 1H), 8.71 (d, J=8.09 Hz, 1H), 8.55 (s, 1H), 7.53 (d, J=8.09 Hz, 1H), 7.26-7.35 (m, 2H), 7.15 (d, J=8.46 Hz, 1H), 7.07-7.13 (m, 2H), 6.98-7.04 (m, J=5.15 Hz, 2H), 6.96 (s, 1H), 6.90 (dd, J=8.09, 2.57 Hz, 1H), 6.62-6.71 (m, 2H), 5.08 (s, 2H), 3.75 (s, 3H), 2.67 (s, 3H); MS (ESI+) m/z 497.2 (M+H)+ (ESI−) m/z 495.2 (M−H)−.

Aufarbeitung

  1. customto provide a solid which
  2. customwas triturated with methanol

Quellen und Nachweise

ORD-Eintrag
ord-47423371bdff44a48229b1d88ff76aa4
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915411B2

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