Bromoform → HCID 21188048, compound

HRID 1383577Notes

Reaction equation

HRID 1383577 reaction equation
N[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21]#[C:22][Si:23]([CH3:26])([CH3:25])[CH3:24].C(Br)(Br)[Br:28].N(OCCCC)=O>C(#N)C>[Br:28][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21]#[C:22][Si:23]([CH3:26])([CH3:25])[CH3:24]

Participants

5

Reactant 3

HCID 5558BromoformHCID 10996Butyl nitriteHCID 21188103HCID 21188103, compound

Product 1

HCID 21188048HCID 21188048, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)4-trimethylsilylethynylpyrazole (30 mg, the compound of Example A2) in acetonitrile (0.5 ml) and bromoform (0.5 ml) was added dropwise over five minutes n-butyl nitrite (0.025 ml). The mixture was heated at 70° C. for 30 minutes, then cooled and evaporated. The residue was purified by column chromatography on silica gel (40 g) eluted with dichloromethane: hexane (1:4) to provide the title compound as a white solid m.p. 130° C. (decomp.).

Workup

  1. temperaturecooled
  2. customevaporated
  3. customThe residue was purified by column chromatography on silica gel (40 g)
  4. washeluted with dichloromethane: hexane (1:4)

Sources & evidence

ORD record
ord-25f4428d4eff46c58457942ee357c360
Source dataset
uspto-grants-2001_07
Patent number
US06255333B1

Reaction notes

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