Triethylamine → HCID 178512734, compound

HRID 570521Notes

Reaction equation

HRID 570521 reaction equation
[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13](=[NH:15])[NH2:14])=[N:6]1.C([N:22](CC)CC)C.O.NN>C(O)C>[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[C:9]2[CH2:10][CH2:11][CH2:12][C:8]=2[C:7]([C:13](=[NH:14])[NH:15][NH2:22])=[N:6]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24654Hydrazine hydrate (1:1)HCID 866920921-(2-Fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboximidamide

Product 1

HCID 178512734HCID 178512734, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

200 mg (0.77 mmol) of 1-(2-fluorobenzyl)-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboximidamide were initially charged in 4 ml of ethanol and cooled to 0° C. 310 mg (3.07 mmol) of triethylamine and 48 mg (0.77 mmol) of 80% hydrazine hydrate were added, and the mixture was stirred at room temperature for 72 h. The mixture was concentrated on a rotary evaporator, taken up in ethyl acetate and washed three times with saturated aqueous sodium chloride solution. The organic phase was dried over sodium sulphate, concentrated on a rotary evaporator and dried under high vacuum. 209 mg (100% of theory) of the target compound were obtained.

Workup

  1. concentrationThe mixture was concentrated on a rotary evaporator
  2. washwashed three times with saturated aqueous sodium chloride solution
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. concentrationconcentrated on a rotary evaporator
  5. customdried under high vacuum
  6. custom209 mg (100% of theory) of the target compound were obtained

Sources & evidence

ORD record
ord-5536974275394a2ca42534c2e7a7aebc
Source dataset
uspto-grants-2015_05
Patent number
US09023849B2

Reaction notes

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