Dichloromethane → HCID 178479234, compound

HRID 1590896Notes

Reaction equation

HRID 1590896 reaction equation
[C:1]1([C:7]2[C:8]([C:12]([NH:14][CH2:15][CH2:16][NH:17]C(=O)OC(C)(C)C)=[O:13])=[N:9][NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.FC(F)(F)C(O)=O.C(Cl)[Cl:33]>>[ClH:33].[NH2:17][CH2:16][CH2:15][NH:14][C:12]([C:8]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:11][NH:10][N:9]=1)=[O:13]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 178453698HCID 178453698, compound

Product 1

HCID 178479234HCID 178479234, compoundYield 76.8%

Procedure

5.0 g (15.1 mmol) of t-butyl [2-(4-phenyl-3-pyrazolecarboxamido)ethyl]carbamate were stirred at room temperature for 16 hours with 6 ml (78.4 mmol) of trifluoroacetic acid and 10 ml of methylene chloride and thereafter evaporated under reduced pressure. The residue was treated with 7 ml of ethanolic hydrochloric acid (17.5% w/v) and evaporated. Recrystallization of the residue from methanol yielded 3.1 g (76.8%) of N-(2-aminoethyl)-4-phenyl-3-pyrazolecarboxamide hydrochloride as white crystals, melting point 285°-286°.

Workup

  1. customevaporated under reduced pressure
  2. additionThe residue was treated with 7 ml of ethanolic hydrochloric acid (17.5% w/v)
  3. customevaporated
  4. customRecrystallization of the residue from methanol

Sources & evidence

ORD record
ord-2561322983d34f10a5d07fa1be0567f7
Source dataset
uspto-grants-1993_04
Patent number
US05204482

Reaction notes

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