1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 58830625, compound

HRID 2353385Notes

Reaction equation

HRID 2353385 reaction equation
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5](/[C:9](/[C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[N:10]\[NH:11]C(OC(C)(C)C)=O)=[C:4](F)[CH:3]=1.C1CCN2C(=NCCC2)CC1>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([C:9]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=[N:10][NH:11]2)=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 145724999HCID 145724999, compound2×

Product 1

HCID 58830625HCID 58830625, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1,1-dimethylethyl (2Z)-2-[(4-bromo-2,5-difluorophenyl)(4-pyridinyl)methylidene]hydrazinecarboxylate (Intermediate 3, 250 mg) and DBU (95 μ) in THF (3 ml) was stirred at 150° C. in a microwave oven. After 30 min the mixture was partitioned between water and ethyl acetate and the organic layer was washed with water and brine, dried using a hydrophobic filter tube and concentrated under vacuum to give the title compound as an orange solid (150 mg).

Workup

  1. customAfter 30 min the mixture was partitioned between water and ethyl acetate
  2. washthe organic layer was washed with water and brine
  3. customdried
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-cbe627ffe87144e6a231c35d191e3c7f
Source dataset
uspto-grants-2010_07
Patent number
US07750026B2

Reaction notes

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