Ethyl chloroformate → HCID 53257200, compound

HRID 1913972Notes

Reaction equation

HRID 1913972 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-f5cfbc64abed4684b1593fd999959791
Source dataset
uspto-grants-2013_12
Patent number
US08609866B2

Reaction notes

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