Sodium borohydride → HCID 67362472, compound

HRID 1183192Notes

Reaction equation

HRID 1183192 reaction equation
[CH3:1][C:2]([CH3:35])([CH3:34])[C:3](=[O:33])[CH2:4][O:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[N:9]=[C:8]([C:18]([NH:20][C@H:21]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:32])[CH2:22][C:23]([OH:25])=[O:24])=[O:19])[CH:7]=1.[BH4-].[Na+]>C(Cl)Cl>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[N:10]1[C:6]([O:5][CH2:4][CH:3]([OH:33])[C:2]([CH3:35])([CH3:34])[CH3:1])=[CH:7][C:8]([C:18]([NH:20][C@H:21]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:32])[CH2:22][C:23]([OH:25])=[O:24])=[O:19])=[N:9]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 67362073HCID 67362073, compound

Product 1

HCID 67362472HCID 67362472, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

50 mg (0.1 mmol) of (S)-3-{[5-(3,3-dimethyl-2-oxo-butoxy)-1-(2-fluoro-phenyl)-1H-pyrazole-3-carbonyl]-amino}-3-o-tolyl-propionic acid were dissolved in 5 ml of DCM and 0.05 mmol of sodium borohydride were added. The mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue subjected to preparative HPLC to given 52% of the title compound.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-4633b44bd710447dad15d8a60f35af26
Source dataset
uspto-grants-2014_03
Patent number
US08664257B2

Reaction notes

Loading…