Hydrazine → HCID 57929856, compound

HRID 1930091Notes

Reaction equation

HRID 1930091 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]2[N:15]([C:16]=1[C:17]1[CH:18]=[N:19][C:20](S(C)=O)=[N:21][CH:22]=1)[CH:14]=[CH:13][O:12]2.[NH2:26][NH2:27]>C(#N)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]2[N:15]([C:16]=1[C:17]1[CH:18]=[N:19][C:20]([NH:26][NH2:27])=[N:21][CH:22]=1)[CH:14]=[CH:13][O:12]2

Participants

4

Reactant 2

HCID 9321HydrazineHCID 57929917HCID 57929917, compound

Product 1

HCID 57929856HCID 57929856, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A round bottomed flask was charged with 6-(2,4-difluorophenyl)-5-(2-(methylsulfinyl)pyrimidin-5-yl)imidazo[2,1-b]oxazole (0.16 g, 0.44 mmol), ACN (20 mL) and hydrazine (0.10 mL, 3.2 mmol). The reaction mixture was stirred at about 80° C. for about 2 h. The reaction mixture was concentrated to dryness and then triturated with Et2O to give the title compound (0.13 g, 89%). LC/MS (Table 1, Method o) Rt=2.56 min; MS m/z 329.1.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customtriturated with Et2O

Sources & evidence

ORD record
ord-e19a636fcd794439a6a28e202859a993
Source dataset
uspto-grants-2012_05
Patent number
US08188083B2

Reaction notes

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