Dabco → HCID 90143829, compound

HRID 1807389Notes

Reaction equation

HRID 1807389 reaction equation
[F:1][CH:2]([F:12])[C:3]1[C:7]([C:8](Cl)=[O:9])=[CH:6][N:5]([CH3:11])[N:4]=1.[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[C:15]=1[CH:22]1[CH2:24][CH:23]1[CH:25]([NH:27][O:28][CH3:29])[CH3:26].C1N2CCN(CC2)C1>C(#N)C>[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[C:15]=1[C@@H:22]1[CH2:24][C@H:23]1[CH:25]([N:27]([O:28][CH3:29])[C:8]([C:7]1[C:3]([CH:2]([F:12])[F:1])=[N:4][N:5]([CH3:11])[CH:6]=1)=[O:9])[CH3:26]

Participants

5

Reactant 3

HCID 9237DabcoHCID 153401103-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chlorideHCID 88851585HCID 88851585, compound

Product 1

HCID 90143829HCID 90143829, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride (24 mg; 0.12 mmol) in acetonitrile (1 ml) was added dropwise to a stirred mixture of N-{1-[2-(2,4,6-trichlorophenyl)-cyclopropyl]-ethyl}-O-methyl-hydroxylamine (24 mg; 0.08 mmol), prepared as described in example P16 and DABCO (14 mg; 0.12 mmol) in acetonitrile (1 ml) at ambient temperature. The reaction mixture was stirred for 2 hours at ambient temperature. The solvent was removed in vacuo and the residue was purified by flash chromatography over silica gel (4 g) (eluent: n-hexane/ethyl acetate 1:2).

Workup

  1. customprepared
  2. customThe solvent was removed in vacuo
  3. customthe residue was purified by flash chromatography over silica gel (4 g) (eluent: n-hexane/ethyl acetate 1:2)

Sources & evidence

ORD record
ord-4f33c181a3a44a1183f437b1a96a778b
Source dataset
uspto-grants-2013_01
Patent number
US08357635B2

Reaction notes

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