Hydrochloric Acid → HCID 82530452, compound

HRID 2282267Notes

Reaction equation

HRID 2282267 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:12]#[N:13])=[C:9]([CH3:11])[N:10]=2)[CH:7]=1.Cl.CCOC(C)=O.P(S)(OCC)(OCC)=[S:22]>CO.C(OC(C)C)(C)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:12](=[S:22])[NH2:13])=[C:9]([CH3:11])[N:10]=2)[CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 9274O,O-Diethyl dithiophosphateHCID 28325782HCID 28325782, compound

Product 1

HCID 82530452HCID 82530452, compoundYield 86.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 7914Diisopropyl EtherSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 6-bromo-2-methylimidazo[1,2-a]pyridine-3-carbonitrile (6.2 g, 26.4 mmol) obtained above in MeOH (88 mL), were added 4N solution of hydrogen chloride in EtOAc (22 mL, 88.0 mmol) and O,O-diethyl hydrogen dithiophosphate (25 mL, 158 mol), and the mixture was stirred at 60° C. for 3 h. The mixture was allowed to cool to rt, and diluted with diisopropyl ether (100 mL). The resulting precipitate was collected by filtration and washed with diethyl ether to give the title compound (6.2 g, 77%) as a pale yellow solid.

Workup

  1. temperatureto cool to rt
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-551bb939adc742c6a37b0bc6d084d28e
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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