6-Methoxy-3-pyridinylamine → 4-(2-(6-Methoxypyridin-3-ylamino)pyridin-3-YL)-6-methyl-1,3,5-triazin-2-amine

HRID 1811793Notes

Reaction equation

HRID 1811793 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]=[CH:19][C:20]([O:23][CH3:24])=[N:21][CH:22]=1>>[CH3:24][O:23][C:20]1[N:21]=[CH:22][C:17]([NH:16][C:2]2[C:7]([C:8]3[N:13]=[C:12]([CH3:14])[N:11]=[C:10]([NH2:15])[N:9]=3)=[CH:6][CH:5]=[CH:4][N:3]=2)=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 811216-Methoxy-3-pyridinylamineHCID 665998524-(2-Fluoropyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 497848924-(2-(6-Methoxypyridin-3-ylamino)pyridin-3-YL)-6-methyl-1,3,5-triazin-2-amine

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 5-amino-2-methoxypyridine (Aldrich), and isolated as a yellow solid (80%). LCMS (API-ES) m/z 310 (M+H)+; 1H NMR (400 MHz, d6-DMSO) δ 11.74 (br. s., 1H) 8.77 (dd, J=5.02, 2.51 Hz, 1H) 8.53 (br. s., 1H) 8.29 (br. s., 1H) 8.08-8.23 (m, 1H) 7.84 (br. s., 1H) 7.71 (br. s., 1H) 6.88 (ddd, J=7.78, 4.27, 4.02 Hz, 1H) 6.82 (dd, J=8.78, 4.27 Hz, 1H) 3.84 (d, J=5.02 Hz, 3H) 2.42 (d, J=4.02 Hz, 3H).

Sources & evidence

ORD record
ord-e44a9a6d9f084b33bd40412e487849cf
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

Loading…