HCID 59519105, compound → 2-amino-N-(isopropylcarbamoylmethyl)-5-(4-methylperhydro-1,4-diazepin-1-yl)benzamide

HRID 1161850Notes

Reaction equation

HRID 1161850 reaction equation
[CH:1]([NH:4][C:5]([CH2:7][NH:8][C:9](=[O:27])[C:10]1[CH:15]=[C:14]([N:16]2[CH2:22][CH2:21][CH2:20][N:19]([CH3:23])[CH2:18][CH2:17]2)[CH:13]=[CH:12][C:11]=1[N+:24]([O-])=O)=[O:6])([CH3:3])[CH3:2]>CO.[Pd]>[NH2:24][C:11]1[CH:12]=[CH:13][C:14]([N:16]2[CH2:22][CH2:21][CH2:20][N:19]([CH3:23])[CH2:18][CH2:17]2)=[CH:15][C:10]=1[C:9]([NH:8][CH2:7][C:5](=[O:6])[NH:4][CH:1]([CH3:3])[CH3:2])=[O:27]

Participants

4

Reactant 1

HCID 59519105HCID 59519105, compound

Product 1

HCID 595190512-amino-N-(isopropylcarbamoylmethyl)-5-(4-methylperhydro-1,4-diazepin-1-yl)benzamideYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-(isopropylcarbamoylmethyl)-5-(4-methylperhydro-1,4-diazepin-1-yl)-2-nitrobenzamide (510 mg, 1.4 mmol) and 10% Pd/C (60 mg) in MeOH (30 mL) was shaken under 50 psi H2 (g) in a Parr shaker for 5 h. The mixture was filtered through a pad of celite and the solvent removed in vacuo to afford 2-amino-N-(isopropylcarbamoylmethyl)-5-(4-methylperhydro-1,4-diazepin-1-yl)benzamide (INTERMEDIATE V.1) (470 mg, 1.4 mmol, 100%) as a brownish-green glass.

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-ca473bf06a044299be437fcd8bdc0c2b
Source dataset
uspto-grants-2010_10
Patent number
US07820649B2

Reaction notes

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