HCID 69143509, compound → HCID 69143130, compound

HRID 1348946Notes

Reaction equation

HRID 1348946 reaction equation
[CH3:1][O:2][C:3](=[O:34])[CH:4]([NH:26]C(OC(C)(C)C)=O)[CH2:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][N:12]([C:16](=[O:25])[C:17]3[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=3[Cl:24])[CH2:13]2)=[CH:8][CH:7]=1>FC(F)(F)C(O)=O.ClCCl>[CH3:1][O:2][C:3](=[O:34])[CH:4]([NH2:26])[CH2:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][N:12]([C:16](=[O:25])[C:17]3[C:18]([Cl:24])=[CH:19][CH:20]=[CH:21][C:22]=3[Cl:23])[CH2:13]2)=[CH:8][CH:7]=1

Participants

4

Reactant 1

HCID 69143509HCID 69143509, compound

Product 1

HCID 69143130HCID 69143130, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 2-tert-butyloxycarbonylamino-3-[2-(2,6-dichloro-benzoyl]-1,2,3,4-tetrahydro-isoquinolin-7-yl]-propionic acid methyl ester {1.7 g, Reference Example 9(b)} in a mixture of trifluoroacetic acid (10 mL) and dichloromethane (30 mL), under nitrogen, was stirred at room temperature for 1.5 hours then evaporated. The residue was dissolved in dichloromethane and this solution was washed with aqueous sodium bicarbonate solution, then with water, then dried over magnesium sulfate and then evaporated to give the title compound (1.18 g) which was used without further purification.

Workup

  1. customthen evaporated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washthis solution was washed with aqueous sodium bicarbonate solution
  4. dry with materialwith water, then dried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-8f572d2c070b4001add07d31f510f9e7
Source dataset
uspto-grants-2007_05
Patent number
US07211586B2

Reaction notes

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