4-Methylmorpholine → 4-(5-Methyl-pyridin-2-yl)-1-phenyl-1H-indazole-6-carboxylic acid (5-methyl-pyrazin-2-ylmethyl)-amide

HRID 446234Notes

Reaction equation

HRID 446234 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:16]=[C:15]([C:17]([OH:19])=O)[CH:14]=[C:13]3[C:9]=2[CH:10]=[N:11][N:12]3[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:6][CH:7]=1.[CH3:26][C:27]1[N:28]=[CH:29][C:30]([CH2:33][NH2:34])=[N:31][CH:32]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>>[CH3:26][C:27]1[N:28]=[CH:29][C:30]([CH2:33][NH:34][C:17]([C:15]2[CH:14]=[C:13]3[C:9]([CH:10]=[N:11][N:12]3[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][N:6]=3)[CH:16]=2)=[O:19])=[N:31][CH:32]=1

Participants

6

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 27564962-(Aminomethyl)-5-methylpyrazineHCID 596277694-(5-Methyl-pyridin-2-yl)-1-phenyl-1H-indazole-6-carboxylic acid

Product 1

HCID 498476714-(5-Methyl-pyridin-2-yl)-1-phenyl-1H-indazole-6-carboxylic acid (5-methyl-pyrazin-2-ylmethyl)-amide

Procedure

4-(5-Methyl-pyridin-2-yl)-1-phenyl-1H-indazole-6-carboxylic acid was reacted with C-(5-methyl-pyrazin-2-yl)-methylamine in the presence of EDCI, HOBt and NMM using the procedure of step 4 of Example 1 to provide 4-(5-Methyl-pyridin-2-yl)-1-phenyl-1H-indazole-6-carboxylic acid (5-methyl-pyrazin-2-ylmethyl)-amide, MS (M+H)=435.

Sources & evidence

ORD record
ord-8e4388a69c354ede990eca2e260cd538
Source dataset
uspto-grants-2013_07
Patent number
US08476457B2

Reaction notes

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