1-methyl-1H-pyrazol-4-amine → 6-Methyl-3-(1-methyl-1H-pyrazol-4-ylamino)-pyridine-2-carboxylic acid ethyl ester

HRID 2219560Notes

Reaction equation

HRID 2219560 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:11](Br)=[CH:10][CH:9]=[C:8]([CH3:13])[N:7]=1)=[O:5])[CH3:2].[NH2:14][C:15]1[CH:16]=[N:17][N:18]([CH3:20])[CH:19]=1>[Pd]>[CH2:1]([O:3][C:4]([C:6]1[C:11]([NH:14][C:15]2[CH:16]=[N:17][N:18]([CH3:20])[CH:19]=2)=[CH:10][CH:9]=[C:8]([CH3:13])[N:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 47709901-methyl-1H-pyrazol-4-amineHCID 69237506Ethyl 3-bromo-6-methylpicolinate

Product 1

HCID 692370476-Methyl-3-(1-methyl-1H-pyrazol-4-ylamino)-pyridine-2-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The Pd catalyzed coupling of 3-Bromo-6-methyl-pyridine-2-carboxylic acid ethyl ester and 4-Amino-1-methyl-pyrazole was performed in accordance with the general method of Example 78, step 3 to yield the title compound as an orange solid, MS (ISP): m/e=261.0 (M+H+).

Sources & evidence

ORD record
ord-156f567ad498427684122add043120f5
Source dataset
uspto-grants-2008_08
Patent number
US07414060B2

Reaction notes

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