Dichloromethane → HCID 178521740, compound

HRID 324571Notes

Reaction equation

HRID 324571 reaction equation
[CH:1]1([C:4]2[CH:8]=[C:7]([NH2:9])[NH:6][N:5]=2)[CH2:3][CH2:2]1.ClCCl.CN1CCOCC1.[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH:1]1([C:4]2[CH:8]=[C:7]([NH:9][C:20](=[O:27])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[NH:6][N:5]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 7412Benzoyl chlorideHCID 79724-MethylmorpholineHCID 178507266HCID 178507266, compound

Product 1

HCID 178521740HCID 178521740, compoundYield 86%

Procedure

To a solution of 0.37 g (3 mmol) of 3-cyclopropyl-5-amino-1H-pyrazole in 15 ml of dichloromethane 0.8 ml (7.3 mmol) of N-methylmorpholine and 0.8 ml (6.9 mmol) of benzoyl chloride were successively added at room temperature. After 16 hours under stirring the mixture was concentrated and the residue was dissolved in 15 ml of methanol. 3.5 ml of sodium hydrate 2.5 M were added dropwise and 10 ml of tetrahydrofuran were finally added in order to obtain a homogeneous solution. After 15 minutes the mixture was concentrated and poured into water. The precipitate was filtered and dried in vacuum to afford 585 mg (86% yield) the title compound.

Workup

  1. concentrationwas concentrated
  2. dissolutionthe residue was dissolved in 15 ml of methanol
  3. addition3.5 ml of sodium hydrate 2.5 M were added dropwise
  4. addition10 ml of tetrahydrofuran were finally added in order
  5. customto obtain a homogeneous solution
  6. concentrationAfter 15 minutes the mixture was concentrated
  7. additionpoured into water
  8. filtrationThe precipitate was filtered
  9. customdried in vacuum

Sources & evidence

ORD record
ord-126683c0228d4164b95acd32446246f1
Source dataset
uspto-grants-2001_04
Patent number
US06218418B1

Reaction notes

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