1H-Indole-2-carboxylic acid, 1-methyl- → 1-methyl-N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]-1H-indole-2-carboxamide

HRID 2374984Notes

Reaction equation

HRID 2374984 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[N:12][C:13]([CH:16]([NH:18][C:19](=[O:28])[CH:20](C3C=CC=CC=3)[CH3:21])[CH3:17])=[CH:14][N:15]=2)=[CH:5][CH:4]=1.NC(C1N=N[C:35]([NH:38][C:39]2[CH:44]=[CH:43][C:42](OC)=[CH:41][CH:40]=2)=NC=1)C.CN1C2C(=CC=CC=2)C=C1C(O)=O>>[CH3:35][N:38]1[C:39]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH:21]=[C:20]1[C:19]([NH:18][CH:16]([C:13]1[N:12]=[N:11][C:10]([NH:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[N:15][CH:14]=1)[CH3:17])=[O:28]

Participants

4

Procedure

In a similar manner as described for Intermediate 55, using 6-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine (Intermediate 47) (100 mg, 0.41 mmol), and 1-methylindole-2-carboxylic acid (79 mg, 0.45 mmol), to give 1-methyl-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-1H-indole-2-carboxamide (158 mg) as a yellow solid. MS m/z 403 (M+1).

Sources & evidence

ORD record
ord-284d4744e7b548ffa6550e93edc36a6b
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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