5-Chloro-2-thiophenecarboxylic acid → {3-[(5-Chloro-thiophene-2-carbonyl)-amino]-pyrazol-1-yl}-acetic acid ethyl ester

HRID 901039Notes

Reaction equation

HRID 901039 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[CH2:5][N:6]1[CH:10]=[CH:9][C:8]([NH2:11])=[N:7]1)[CH3:2].[Cl:13][C:14]1[S:18][C:17]([C:19](O)=[O:20])=[CH:16][CH:15]=1>C1COCC1>[CH2:1]([O:3][C:4](=[O:12])[CH2:5][N:6]1[CH:10]=[CH:9][C:8]([NH:11][C:19]([C:17]2[S:18][C:14]([Cl:13])=[CH:15][CH:16]=2)=[O:20])=[N:7]1)[CH3:2]

Participants

4

Reactant 2

HCID 950485-Chloro-2-thiophenecarboxylic acidHCID 5200378ethyl 2-(3-amino-1H-pyrazol-1-yl)acetate

Product 1

HCID 42643125{3-[(5-Chloro-thiophene-2-carbonyl)-amino]-pyrazol-1-yl}-acetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

57.2 Using general method A, with THF instead of DMF as solvent, (3-amino-pyrazol-1-yl)-acetic acid ethyl ester was coupled with 5-chlorothiophene-2-carboxylic acid to give {3-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrazol-1-yl}-acetic acid ethyl ester. Light yellow solid. MS 314.0 ([M+H]+)

Sources & evidence

ORD record
ord-cdef9be9564e4b7c80c78e36879b6e56
Source dataset
uspto-grants-2008_04
Patent number
US07361672B2

Reaction notes

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