HCID 118379429, compound → HCID 118380035, compound

HRID 708542Notes

Reaction equation

HRID 708542 reaction equation
C(OC([NH:11][C@@H:12]1[C:15](=[O:16])[NH:14][C@@H:13]1[CH2:17][N:18]1[N:22]=[C:21]2[CH2:23][N:24]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:25][C:20]2=[N:19]1)=O)C1C=CC=CC=1>CO.CCO.[Pd]>[NH2:11][C@@H:12]1[C:15](=[O:16])[NH:14][C@@H:13]1[CH2:17][N:18]1[N:22]=[C:21]2[CH2:23][N:24]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:25][C:20]2=[N:19]1

Participants

4

Reactant 1

HCID 118379429HCID 118379429, compound

Product 1

HCID 118380035HCID 118380035, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 18681192Ethanol, mixt. with methanolSolvent

Procedure

Slurried tert-butyl 2-(((2R,3S)-3-(((benzyloxy)carbonyl)amino)-4-oxoazetidin-2-yl)methyl)-4,6-dihydropyrrolo[3,4-d][1,2,3]triazole-5(2H)-carboxylate (11.8 mg, 0.027 mmol) and Pd—C (5%, 2.3 mg) in MeOH/EtOH (740 μl, 1.7:1) under N2, whereupon the system was evacuated and backfilled with H2 (3×). After vigorous stirring for 1.7 h, the system was purged with N2 and the solids were filtered through a 0.45μ syringe filter. The filtrate was concentrated in vacuo and used as such without further purification.

Workup

  1. customthe system was purged with N2
  2. filtrationthe solids were filtered through a 0.45μ syringe
  3. filtrationfilter
  4. concentrationThe filtrate was concentrated in vacuo
  5. customsuch without further purification

Sources & evidence

ORD record
ord-1d398ea2a28c49a6a6f5f8942626e40b
Source dataset
uspto-grants-2015_11
Patent number
US09174978B2

Reaction notes

Loading…