Triethylamine → HCID 178428681, compound

HRID 1393658Notes

Reaction equation

HRID 1393658 reaction equation
C(N(CC)CC)C.[CH2:8]([O:15][C:16](Cl)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[NH2:19][C:20]1[CH:24]=[C:23]([CH3:25])[NH:22][N:21]=1>C(Cl)(Cl)Cl>[CH3:25][C:23]1[CH:24]=[C:20]([NH:19][C:16](=[O:17])[O:15][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:21][N:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 931461H-Pyrazol-3-amine, 5-methyl-

Product 1

HCID 178428681HCID 178428681, compoundYield 71.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Triethylamine (2.02 g) and benzyloxycarbonyl chloride (1.71 g) were added dropwise to a solution of 3-amino-5-methylpyrazole (971 mg) in chloroform (20 ml) at 0° C., and the mixture was stirred for 18 hours. The mixture was concentrated under reduced pressure, and the residue was purified by column chromatography (eluting solvent; n-hexane:ethyl acetate 2:1) to give benzyl 5-methyl-2H-pyrazol-3-ylcarbamate (1.65 g, Y.:67%).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography (eluting solvent; n-hexane:ethyl acetate 2:1)

Sources & evidence

ORD record
ord-56d35ae7deb64c2fa12c8fc5d0e6eab8
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

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