HCID 178472741, compound → HCID 178525874, compound

HRID 402525Notes

Reaction equation

HRID 402525 reaction equation
C([O:3][C:4](=[O:26])[CH2:5][NH:6][C@H:7]1[CH2:12][CH2:11][C@@H:10]([O:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][C:23]=2[Cl:24])[C:20](=[O:25])[NH:19][CH:18]=[CH:17]3)[CH2:9][CH2:8]1)C>CO>[Cl:24][C:23]1[CH:22]=[C:21]2[C:16]([CH:17]=[CH:18][NH:19][C:20]2=[O:25])=[CH:15][C:14]=1[O:13][C@@H:10]1[CH2:9][CH2:8][C@H:7]([NH:6][CH2:5][C:4]([OH:26])=[O:3])[CH2:12][CH2:11]1

Participants

3

Reactant 1

HCID 178472741HCID 178472741, compound

Product 1

HCID 178525874HCID 178525874, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

185 mg of [4-(7-chloro-1-oxo-1,2-dihydro-isoquinolin-6-yloxy)-cis-cyclohexylamino]-acetic acid ethyl ester (23, crude product) were dissolved in 2 ml methanol. After adding 2 ml of 2 N NaCO3-solution, the solution was stirred at room temperature for 1.5 h. The solvent was evaporated in vacuo and the residue was purified by preparative HPLC, which delivers the title compound as trifluoro acetate. Rt=0.91 min (Method B). Detected mass: 351.3 (M+H+).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was purified by preparative HPLC, which

Sources & evidence

ORD record
ord-244dcbaebdd54a9f84f7202000da47c1
Source dataset
uspto-grants-2014_06
Patent number
US08742116B2

Reaction notes

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