Water → HCID 86621767, compound

HRID 1092218Notes

Reaction equation

HRID 1092218 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:5]([N+:13]([O-:15])=[O:14])=[C:4](Cl)[N:3]=1.[CH:17]1([C:20]2[NH:24][N:23]=[C:22]([NH2:25])[CH:21]=2)[CH2:19][CH2:18]1.O>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:5]([N+:13]([O-:15])=[O:14])=[C:4]([NH:25][C:22]2[CH:21]=[C:20]([CH:17]3[CH2:19][CH2:18]3)[NH:24][N:23]=2)[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 27580143-cyclopropyl-1H-pyrazol-5-amineHCID 2761044Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

Product 1

HCID 86621767HCID 86621767, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

To a THF (20 ml) solution of ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate (1.0 g, 3.80 mmol) was slowly added the 5-cyclopropyl-1H-pyrazol-3-amine (0.48 g, 3.85 mmol) in THF (5 ml) at 0° C. The reaction was stirred at 0° C. for 10 minutes, treated with water (50 ml), and then extracted with DCM (3×50 ml), dried, filtered, and concentrated to give the title compound (1.2 g). MS: Calcd.: 352; Found: [M+H]+ 353.

Workup

  1. extractionextracted with DCM (3×50 ml)
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-362f135985ba49e5aba07455704eba30
Source dataset
uspto-grants-2012_03
Patent number
US08129403B2

Reaction notes

Loading…