HCID 118390791, compound → HCID 118390790, compound

HRID 590880Notes

Reaction equation

HRID 590880 reaction equation
[C:1]([O:5][C:6](=[O:49])[N:7]([C:10]1[C:14]2[CH:15]=[N:16][C:17]([NH:19]C(OCC3C=CC=CC=3)=O)=[CH:18][C:13]=2[N:12]([C:30]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:11]=1)[CH2:8][CH3:9])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:49])[N:7]([C:10]1[C:14]2[CH:15]=[N:16][C:17]([NH2:19])=[CH:18][C:13]=2[N:12]([C:30]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[N:11]=1)[CH2:8][CH3:9])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 118390791HCID 118390791, compound

Product 1

HCID 118390790HCID 118390790, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl(6-(((benzyloxy)carbonyl)amino)-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)(ethyl)carbamate (0.2 g, 0.31 mmol) in MeOH (50 mL) was added Pd on carbon (10%, 0.2 g) and the contents were stirred under an atmosphere of H2 (3.0 Kg/cm2). After 5 h, the suspension was filtered through a pad of celite, and the solvent was evaporated under reduced pressure to afford the title compound (0.12 g, 75% yield) and was taken directly for the next step. MS ESI calc'd. for C32H33N5O2 [M+H]+ 520. Found 520.

Workup

  1. filtrationthe suspension was filtered through a pad of celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-645227b6640d4e5c84fb36250bf231d4
Source dataset
uspto-grants-2016_01
Patent number
US09233979B2

Reaction notes

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