HCID 66801648, compound → HCID 66802210, compound

HRID 1843884Notes

Reaction equation

HRID 1843884 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][C:12]([N+:18]([O-])=O)=[CH:13][CH:14]=2)[C:9]1=[O:21]>CO.C(Cl)(Cl)Cl.[Pd]>[NH2:18][C:12]1[CH:11]=[C:10]2[C:15]([CH:16]=[CH:17][N:8]([C:3]3[CH:4]=[N:5][CH:6]=[CH:7][C:2]=3[CH3:1])[C:9]2=[O:21])=[CH:14][CH:13]=1

Participants

5

Reactant 1

HCID 66801648HCID 66801648, compound

Product 1

HCID 66802210HCID 66802210, compoundYield 79.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×HCID 6212ChloroformSolvent

Procedure

10% Pd—C (20 mg) was added to a solution of 2-(4-methyl-pyridin-3-yl)-7-nitro-2H-isoquinolin-1-one (I-24b: 140 mg, 0.4982 mmol) in methanol (8 mL) under nitrogen atmosphere. The resulting mixture was hydrogenated in a Parr hydrogenator at room temperature for 3.30 hours. The reaction was monitored by TLC (5% methanol in CHCl3). The reaction mixture was filtered; the filtrate was concentrated and dried to afford 100 mg of the product (79.9% yield).

Workup

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

Sources & evidence

ORD record
ord-834038ffee7c4df68981b9a539648d6a
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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