NoName_3327 → N-(3-(4-Amino-6-methyl-1,3,5-triazin-2-YL)pyridin-2-YL)-1H-indazol-4-amine

HRID 1621380Notes

Reaction equation

HRID 1621380 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.[NH:16]1[C:24]2[CH:23]=[CH:22][CH:21]=[C:20]([NH2:25])[C:19]=2[CH:18]=[N:17]1>>[NH2:15][C:10]1[N:11]=[C:12]([CH3:14])[N:13]=[C:8]([C:7]2[C:2]([NH:25][C:20]3[C:19]4[CH:18]=[N:17][NH:16][C:24]=4[CH:23]=[CH:22][CH:21]=3)=[N:3][CH:4]=[CH:5][CH:6]=2)[N:9]=1

Participants

3

Reactant 2

HCID 413085NoName_3327HCID 665998524-(2-Fluoropyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 49784893N-(3-(4-Amino-6-methyl-1,3,5-triazin-2-YL)pyridin-2-YL)-1H-indazol-4-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 1H-indazol-4-amine, and isolated as a yellow solid (13%). LCMS (API-ES) m/z 319 (M+H)+; 1H NMR (400 MHz, d6-DMSO) δ 13.10 (s, 1H) 12.26 (s, 1H) 8.80 (d, J=7.82 Hz, 1H) 8.42 (d, J=4.50 Hz, 1H) 8.19 (s, 1H) 8.13 (d, J=7.43 Hz, 1H) 7.75 (br. s., 2H) 7.31 (t, J=8.02 Hz, 1H) 7.16 (d, J=8.41 Hz, 1H) 6.89-7.07 (m, 1H) 2.56 (s, 3H).

Sources & evidence

ORD record
ord-da92cdb53e864aeebed10ecc8dad36e9
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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