HCID 16681648, compound → HCID 64832775, compound

HRID 1053631Notes

Reaction equation

HRID 1053631 reaction equation
[C:1]1([CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-])=O)[OH:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1>CO.[OH-].[OH-].[Pd+2]>[NH2:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[OH:12]

Participants

4

Reactant 1

HCID 16681648HCID 16681648, compound2×

Product 1

HCID 64832775HCID 64832775, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of product (4-B) (0.5 g 1.8 mmol) in MeOH (20 mL) was added Pd(OH)2/C (0.5 g) at rt. The reaction mixture was stirred at rt under H2 for about 1 h until complete consumption of product (4-B) by LC-MS. The reaction mixture was filtered, and the filtrate was concentrated to give crude product (5-B) (0.4 g, 90%) as a yellow solid. LC-MS (M-OH)+=232.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ff7a0b2128ca4efcb71d5cddb26bdb71
Source dataset
uspto-grants-2016_07
Patent number
US09394256B2

Reaction notes

Loading…