HCID 66883105, compound → HCID 66882987, compound

HRID 1784035Notes

Reaction equation

HRID 1784035 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:12][C:11](=[CH2:13])[CH2:10][CH:9]1[C:14](=[O:23])[NH:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)(C)(C)C>C(Cl)Cl.FC(F)(F)C(O)=O>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:14]([CH:9]2[CH2:10][C:11](=[CH2:13])[CH2:12][CH:8]2[NH2:7])=[O:23])=[CH:17][CH:18]=1

Participants

4

Reactant 1

HCID 66883105HCID 66883105, compound

Product 1

HCID 66882987HCID 66882987, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 0.98 g of 35c in 10 ml of CH2Cl2 and 1.07 ml of trifluoroacetic acid was stirred at 22° C. for 2 h. The solution was evaporated and the residue partitioned between H2O and CH2Cl2. The aqueous layer was treated slowly with NaHCO3 until pH═8, the suspension was filtered, the residue washed with H2O and dried to give 0.48 g (69%) of the title compound 35d. MS: 251.3 (M+H)+.

Workup

  1. customThe solution was evaporated
  2. customthe residue partitioned between H2O and CH2Cl2
  3. additionThe aqueous layer was treated slowly with NaHCO3 until pH═8
  4. filtrationthe suspension was filtered
  5. washthe residue washed with H2O
  6. customdried

Sources & evidence

ORD record
ord-16ea1b0ba91649e1816daa82899cc1c5
Source dataset
uspto-grants-2009_03
Patent number
US07501413B2

Reaction notes

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