3-Aminophenol → 3-(3-(4-Amino-6-methyl-1,3,5-triazin-2-YL)pyridin-2-ylamino)phenol

HRID 1811791Notes

Reaction equation

HRID 1811791 reaction equation
F[C:2]1[C:7]([C:8]2[N:13]=[C:12]([CH3:14])[N:11]=[C:10]([NH2:15])[N:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:16][C:17]1[CH:18]=[C:19]([OH:23])[CH:20]=[CH:21][CH:22]=1>>[NH2:15][C:10]1[N:11]=[C:12]([CH3:14])[N:13]=[C:8]([C:7]2[C:2]([NH:16][C:17]3[CH:18]=[C:19]([OH:23])[CH:20]=[CH:21][CH:22]=3)=[N:3][CH:4]=[CH:5][CH:6]=2)[N:9]=1

Participants

3

Reactant 2

HCID 115683-AminophenolHCID 665998524-(2-Fluoropyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 497858273-(3-(4-Amino-6-methyl-1,3,5-triazin-2-YL)pyridin-2-ylamino)phenol

Procedure

The title compound was prepared in an analogous manner to that described in Example 22 using 4-(2-fluoropyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine and 3-aminophenol, and isolated as a yellow solid (34%). LCMS (API-ES) m/z 295 (M+H)+; 1H NMR (400 MHz, d6-DMSO) δ 11.97 (s, 1H) 9.27 (s, 1H) 8.76 (dd, J=7.78, 1.76 Hz, 1H) 8.35 (dd, J=4.77, 1.76 Hz, 1H) 7.64-7.92 (m, 2H) 7.51 (s, 1H) 6.99-7.28 (m, 2H) 6.89 (dd, J=7.53, 4.52 Hz, 1H) 6.40 (d, J=7.03 Hz, 1H) 2.45 (s, 3H).

Sources & evidence

ORD record
ord-0fff7f44630a47f8aacc8da6d79db758
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

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