HCID 66756404, compound → HCID 22345256, compound

HRID 1642771Notes

Reaction equation

HRID 1642771 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][CH:11]([C:15]1[O:16][C:17]2[C:22]([C:23](=[O:32])[C:24]=1[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[CH:21][CH:20]=[C:19]([Cl:33])[CH:18]=2)[CH:12]([CH3:14])[CH3:13])(C)(C)C>C(Cl)Cl.FC(F)(F)C(O)=O>[NH2:7][CH2:8][CH2:9][NH:10][CH:11]([C:15]1[O:16][C:17]2[C:22]([C:23](=[O:32])[C:24]=1[CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[CH:21][CH:20]=[C:19]([Cl:33])[CH:18]=2)[CH:12]([CH3:13])[CH3:14]

Participants

3

Reactant 1

HCID 66756404HCID 66756404, compound

Product 1

HCID 22345256HCID 22345256, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

A solution of {2-[1-(3-benzyl-7-chloro-4-oxo-4H-chromen-2-yl)-2-methyl-propylamino]-ethyl}-carbamic acid tert-butyl ester (5.7 g, 12 mmol) in 4:1 methylene chloride/trifluoroacetic acid (250 mL) was maintained at room temperature for 1.5 hours, at which time it was concentrated. The residue was dissolved in methylene chloride (200 mL), washed with 10% sodium carbonate, saturated sodium bicarbonate, and brine, dried over magnesium sulfate, and concentrated. The residue (4.2 g, 91% yield) was used without further purification.

Workup

  1. concentrationwas concentrated
  2. dissolutionThe residue was dissolved in methylene chloride (200 mL)
  3. washwashed with 10% sodium carbonate, saturated sodium bicarbonate, and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-dc6b617a3ba34233a84365609fe2f098
Source dataset
uspto-grants-2012_02
Patent number
US08119678B2

Reaction notes

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