HCID 11516200, compound → HCID 11550765, compound

HRID 2250531Notes

Reaction equation

HRID 2250531 reaction equation
[C:1]([C:3]1[N:4](C(OC(C)(C)C)=O)[C:5]([C:8]2[CH:9]=[C:10]3[C:14](=[C:15]([F:17])[CH:16]=2)[NH:13][C:12](=[O:18])[C:11]3([CH3:20])[CH3:19])=[CH:6][CH:7]=1)#[N:2]>CC(N(C)C)=O.C(OCC)(=O)C>[F:17][C:15]1[CH:16]=[C:8]([C:5]2[NH:4][C:3]([C:1]#[N:2])=[CH:7][CH:6]=2)[CH:9]=[C:10]2[C:14]=1[NH:13][C:12](=[O:18])[C:11]2([CH3:20])[CH3:19]

Participants

4

Reactant 1

HCID 11516200HCID 11516200, compound

Product 1

HCID 11550765HCID 11550765, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Conditions

Temperature
180 °C

Procedure

tert-butyl 2-cyano-5-(7-fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-1H-pyrrole-1-carboxylate (0.18 g, 0.50 mmol) was dissolved in 10 mL of dimethylacetamide and the solution was heated to 180° C. for 1 h. The mixture was cooled, diluted with ethyl acetate and washed with water, saturated aqueous NaCl, dried over MgSO4, and concentrated. Flash chromatography (25% acetone/hexane) afforded 0.121 g (91%) of the title compound as a white solid.

Workup

  1. temperatureThe mixture was cooled
  2. washwashed with water, saturated aqueous NaCl
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-4ee757dba2c746a8864d72e685c4c91c
Source dataset
uspto-grants-2008_01
Patent number
US07317037B2

Reaction notes

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