4-Chlorobenzoic Acid → [3-(4-Chloro-benzoylamino)-pyrazol-1-yl]-acetic acid ethyl ester

HRID 901042Notes

Reaction equation

HRID 901042 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[CH:22]=[CH:21][C:17]([C:18](O)=[O:19])=[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:18](=[O:19])[C:17]2[CH:21]=[CH:22][C:14]([Cl:13])=[CH:15][CH:16]=2)=[N:7]1)[CH3:2]

Participants

4

Reactant 2

HCID 63184-Chlorobenzoic AcidHCID 5200378ethyl 2-(3-amino-1H-pyrazol-1-yl)acetate

Product 1

HCID 59698863[3-(4-Chloro-benzoylamino)-pyrazol-1-yl]-acetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

59.1 Using general method A, with THF instead of DMF as solvent, (3-amino-pyrazol-1-yl)-acetic acid ethyl ester (example 57.1) was coupled with 4-chlorobenzoic acid to give [3-(4-chloro-benzoylamino)-pyrazol-1-yl]-acetic acid ethyl ester. Off-white solid. MS 308.3 ([M+H]+)

Sources & evidence

ORD record
ord-53f237f361c24571b854d06a1a297658
Source dataset
uspto-grants-2008_04
Patent number
US07361672B2

Reaction notes

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