4-Aminoindole → N-(3-(4-Amino-6-methyl-1,3,5-triazin-2-YL)-5-methylpyridin-2-YL)-1H-indol-4-amine

HRID 1621416Notes

Reaction equation

HRID 1621416 reaction equation
Cl[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][C:5]([CH3:16])=[CH:4][N:3]=1.[NH:17]1[C:25]2[CH:24]=[CH:23][CH:22]=[C:21]([NH2:26])[C:20]=2[CH:19]=[CH:18]1>>[NH2:15][C:10]1[N:11]=[C:12]([CH3:14])[N:13]=[C:8]([C:7]2[C:2]([NH:26][C:21]3[C:20]4[CH:19]=[CH:18][NH:17][C:25]=4[CH:24]=[CH:23][CH:22]=3)=[N:3][CH:4]=[C:5]([CH3:16])[CH:6]=2)[N:9]=1

Participants

3

Reactant 2

HCID 5834314-AminoindoleHCID 595482414-(2-Chloro-5-methylpyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 49786006N-(3-(4-Amino-6-methyl-1,3,5-triazin-2-YL)-5-methylpyridin-2-YL)-1H-indol-4-amine

Procedure

The experimental procedure for this compound was the same as Example 22, Step 2 using 4-(2-chloro-5-methylpyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine and 1H-indol-4-amine (Bionet Research, Cornwall, UK). LCMS (API-ES) m/z 332 (M+H)+. 1H NMR (400 MHz, d6-DMSO) δ 11.84 (s, 1H); 11.34 (s, 1H); 8.62 (d, J=1.17 Hz, 1H); 8.24 (d, J=0.59 Hz, 1H); 8.14 (d, J=0.59 Hz, 1H); 7.84 (d, J=0.59 Hz, 1H); 7.33 (br. s., 1H); 7.05 (s, 1H); 7.04 (d, J=3.33 Hz, 1H); 6.65 (d, J=1.17 Hz, 1H); 3.17 (d, J=2.74 Hz, 3H); 3.16 (br. s., 3H).

Sources & evidence

ORD record
ord-4c26e9d4c1de4ef9b702a779c9a508f3
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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