3-cyclopropyl-1-methyl-1H-pyrazol-5-amine → 3-(5-Cyclopropyl-2-methyl-2H-pyrazol-3-ylamino)-6-methyl-pyridine-2-carboxylic acid ethyl ester

HRID 2219569Notes

Reaction equation

HRID 2219569 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[N:19]([CH3:20])[N:18]=[C:17]([CH:21]2[CH2:23][CH2:22]2)[CH:16]=1>[Pd]>[CH2:1]([O:3][C:4]([C:6]1[C:11]([NH:14][C:15]2[N:19]([CH3:20])[N:18]=[C:17]([CH:21]3[CH2:23][CH2:22]3)[CH:16]=2)=[CH:10][CH:9]=[C:8]([CH3:13])[N:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 27353113-cyclopropyl-1-methyl-1H-pyrazol-5-amineHCID 69237506Ethyl 3-bromo-6-methylpicolinate

Product 1

HCID 692362573-(5-Cyclopropyl-2-methyl-2H-pyrazol-3-ylamino)-6-methyl-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 5-Amino-3-cyclopropyl-1-methylpyrazole 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 301.4 (M+H+).

Sources & evidence

ORD record
ord-a97750e994ef41249126f0cb3a8cd6a4
Source dataset
uspto-grants-2008_08
Patent number
US07414060B2

Reaction notes

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