3-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl Ester → 3-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 1-ethyl Ester

HRID 549435Notes

Reaction equation

HRID 549435 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[C:10]2[S:11][C:12]([C:14]([O:16]C(C)(C)C)=[O:15])=[CH:13][C:9]=2[C:8]([NH:21][C:22](=[O:32])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N+:29]([O-:31])=[O:30])=[N:7]1)=[O:5])[CH3:2]>OC(C(F)(F)F)=O.ClCCl>[CH2:1]([O:3][C:4]([N:6]1[C:10]2[S:11][C:12]([C:14]([OH:16])=[O:15])=[CH:13][C:9]=2[C:8]([NH:21][C:22](=[O:32])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N+:29]([O-:31])=[O:30])=[N:7]1)=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 577372653-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl Ester

Product 1

HCID 577372633-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 1-ethyl EsterYield 86%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

To a solution of 5.380 g of 3-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester in 25 mL of dichloromethane TFA (25 mL) is slowly added at room temperature. After stirring for 1 hour the reaction mixture is dried up. The colourless solid is taken up with ethyl ether and filtered affording 4.052 g (86%) of the titled compound.

Workup

  1. customis dried up
  2. filtrationfiltered

Sources & evidence

ORD record
ord-7bb6576f540e4a6f9ad4d822b4600788
Source dataset
uspto-grants-2011_05
Patent number
US07943654B2

Reaction notes

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