HCID 68647974, compound → HCID 136352438, compound

HRID 1162572Notes

Reaction equation

HRID 1162572 reaction equation
[CH3:1][O:2][C:3](=[O:37])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][N:11]([C:17]2[CH:22]=[CH:21][N:20]=[C:19]([C:23]3[CH:28]=[CH:27][C:26]([O:29]CC4C=CC=CC=4)=[CH:25][CH:24]=3)[N:18]=2)[CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:5]=1>[Pd].CO.C(Cl)Cl>[CH3:1][O:2][C:3](=[O:37])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][N:11]([CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[C:17]2[CH:22]=[CH:21][N:20]=[C:19]([C:23]3[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=3)[N:18]=2)[CH:5]=1

Participants

4

Reactant 1

HCID 68647974HCID 68647974, compound

Product 1

HCID 136352438HCID 136352438, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21226129Dichloromethane methanolSolvent

Procedure

To a MeOH-DCM solution (4:1, 4 mL) of 3-({[2-(4-benzyloxy-phenyl)-pyrimidin-4-yl]-cyclopentyl-amino}-methyl)-benzoic acid methyl ester (116 mg, 0.235 mmol) was added 10% Pd/C (25 mg), and the reaction mixture was stirred at room temperature for 2 h under a hydrogen atmosphere (balloon). The mixture was filtered through a pad of Celite and then concentrated. The 3-({cyclopentyl-[2-(4-hydroxy-phenyl)-pyrimidin-4-yl]-amino}-methyl)-benzoic acid methyl ester obtained was used without further purification. LCMS m/z: 405 (M+1)+.

Workup

  1. filtrationThe mixture was filtered through a pad of Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a002b4d529624a51b73630d2e6f58419
Source dataset
uspto-grants-2010_10
Patent number
US07820704B2

Reaction notes

Loading…