Dichloromethane → HCID 66661167, compound

HRID 2197268Notes

Reaction equation

HRID 2197268 reaction equation
[CH3:1][O:2][C:3](=[O:34])[CH:4]([NH:14]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][CH:8]=1.C(Cl)Cl>C(O)(C(F)(F)F)=O>[CH3:1][O:2][C:3](=[O:34])[CH:4]([NH2:14])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 18614423HCID 18614423, compound2×

Product 1

HCID 66661167HCID 66661167, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The compound obtained in step b above (22b) (2.21 g, 4.10 mmol) was stirred in TFA (8 mL) and CH2Cl2 (10 mL) at 0° C.→rt for 1 h, the solvent was removed under vacuum. MeOH (10 mL) was added and then NaHCO3 (344 mg, 4.10), the mixture was stirred at room temperature for 4 h and then concentrated. The residue was dissolved in CH2Cl2 and washed with brine, dried and concentrated to give crude title compound (1.07 g, 91%).

Workup

  1. customthe solvent was removed under vacuum
  2. additionMeOH (10 mL) was added
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in CH2Cl2
  5. washwashed with brine
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-c3839950a59446a289d449b5958c82bb
Source dataset
uspto-grants-2012_12
Patent number
US08338471B2

Reaction notes

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