3-(2-Amino-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl Ester → HCID 178450635, compound

HRID 549431Notes

Reaction equation

HRID 549431 reaction equation
C(OC([N:6]1[C:10]2[S:11][C:12]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:13][C:9]=2[C:8]([NH:21][C:22](=[O:30])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[NH2:29])=[N:7]1)=O)C>CO>[C:17]([O:16][C:14]([C:12]1[S:11][C:10]2[NH:6][N:7]=[C:8]([NH:21][C:22](=[O:30])[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[NH2:29])[C:9]=2[CH:13]=1)=[O:15])([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 1

HCID 577372683-(2-Amino-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl Ester

Product 1

HCID 178450635HCID 178450635, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

30 mg of 3-(2-Amino-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester (0.058 mmol) were treated with a 10% solution of TEA and methanol (8 mL) at room temperature for 3 hours. The solvent was removed under vacuum and the residue was purified by flash chromatography (eluant dichloromethane/methanol 99/1) yielding 19 mg (91%) of the title compound.

Workup

  1. customThe solvent was removed under vacuum
  2. customthe residue was purified by flash chromatography (eluant dichloromethane/methanol 99/1)

Sources & evidence

ORD record
ord-8b9f0a07248640dcbee6bbce8cee03de
Source dataset
uspto-grants-2011_05
Patent number
US07943654B2

Reaction notes

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