Ethyl chloroformate → HCID 53257200, compound

HRID 1500187Notes

Reaction equation

HRID 1500187 reaction equation
C(O)(=O)C.C(O)(=O)C.[CH2:9]([N:16]1[CH:20]=[C:19]([C:21]([NH:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31](=[NH:33])[NH2:32])=[CH:27][CH:26]=2)=[O:22])[CH:18]=[N:17]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:41]([O:43][CH2:44][CH3:45])=[O:42]>O.O1CCCC1>[NH2:33]/[C:31](=[N:32]\[C:41](=[O:42])[O:43][CH2:44][CH3:45])/[C:28]1[CH:27]=[CH:26][C:25]([CH2:24][NH:23][C:21]([C:19]2[CH:18]=[N:17][N:16]([CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH:20]=2)=[O:22])=[CH:30][CH:29]=1

Participants

6

Reactant 3

HCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 86654802HCID 86654802, compound

Product 1

HCID 53257200HCID 53257200, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

65 mg of 1-benzyl-N-[(4-carbamimidoylphenyl)methyl]pyrazole-4-carboxamide diacetate and 65 mg of potassium carbonate were dissolved in 0.75 ml of water and 3.75 ml of tetrahydrofuran. The mixture was stirred at room temperature, and 0.015 ml of ethyl chloroformate (Sigma-Aldrich) added. Stirring was continued for 1 h, following which the organic layer was removed, and dried in vacuo to obtain the synthetic target. The mass of the compound was verified using LC/MS/MS.

Workup

  1. stirringStirring
  2. customwas removed
  3. customdried in vacuo
  4. customto obtain the synthetic target

Sources & evidence

ORD record
ord-8051fb260bb548d78ee2786012eff420
Source dataset
uspto-grants-2015_12
Patent number
US09206123B2

Reaction notes

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