Potassium Carbonate → HCID 73503830, compound

HRID 2395730Notes

Reaction equation

HRID 2395730 reaction equation
[CH3:1][O:2][C:3]([CH3:10])([CH3:9])[C:4](=[N:7][OH:8])[C:5]#[N:6].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:18][C:19]1[N:20]=[C:21]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[O:22][CH:23]=1.CC(C)=O.CN(C)C=O>C1CCCCC1.C(OC)(C)(C)C>[CH3:1][O:2][C:3]([CH3:10])([CH3:9])[C:4](=[N:7][O:8][CH2:18][C:19]1[N:20]=[C:21]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[O:22][CH:23]=1)[C:5]#[N:6]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 160382604-(Chloromethyl)-2-(4-fluorophenyl)-1,3-oxazoleHCID 18184436N,N-dimethylformamide acetoneHCID 714138832-(Hydroxyimino)-3-methoxy-3-methylbutanenitrile

Product 1

HCID 73503830HCID 73503830, compound

Reagents, catalysts & solvents 1

HCID 22247168HCID 22247168, compoundSolvent

Conditions

Temperature
45 °C

Procedure

2.55 g (18 mmol) of 3-methoxy-3-methyl-2-oximinobutyronitrile, 3.72 g of potassium carbonate and 3.8 g (18 mmol) of 4-chloromethyl-2-(4-fluorophenyl)-oxazole in 36 ml of dry 2:1 acetone/dimethylformamide are stirred for 1 hour at 45° C. and then for 12 hours at room temperature. Working up by a method similar to that stated in Example 1 and chromatographing of the crude product over silica gel using 5:1 cyclohexane/methyl tert-butyl ether give 5.4 g (95% of theory) of the title compound as a crystalline solid.

Workup

  1. waitfor 12 hours at room temperature

Sources & evidence

ORD record
ord-6857566b41fe4fcb8806c79a1562ee99
Source dataset
uspto-grants-1996_02
Patent number
US05489605

Reaction notes

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