HCID 59519011, compound → HCID 59518984, compound

HRID 1161851Notes

Reaction equation

HRID 1161851 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[C:17]([C:24](=[O:33])[NH:25][CH2:26][C:27](=[O:32])[NH:28][CH:29]([CH3:31])[CH3:30])[CH:16]=2)[CH2:10][CH:9]1[CH3:34])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:20]=[CH:19][C:18]([NH2:21])=[C:17]([C:24](=[O:33])[NH:25][CH2:26][C:27](=[O:32])[NH:28][CH:29]([CH3:30])[CH3:31])[CH:16]=2)[CH2:10][CH:9]1[CH3:34])=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 1

HCID 59519011HCID 59519011, compound

Product 1

HCID 59518984HCID 59518984, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-{3-[(Isopropylcarbamoylmethyl)carbamoyl]-4-nitrophenyl}-2-methylperhydro-1,4-diazepine-1-carboxylic acid tert-butyl ester (100 mg, 0.209 mmol) and 10% Pd/C (10 mg, 0.209 mmol) in MeOH (5 mL) was stirred under 4 bar H2 (g) at room temperature overnight. The mixture was filtered through a pad of celite and the solvent removed in vacuo to afford 4-{4-amino-3-[(isopropylcarbamoylmethyl)carbamoyl]phenyl}-2-methylperhydro-1,4-diazepine-1-carboxylic acid tert-butyl ester (INTERMEDIATE V.53) (94 mg, 0.210 mmol, 100%). This was used directly without purification.

Workup

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

Sources & evidence

ORD record
ord-fa00daa2e509490b9ffce313929665c2
Source dataset
uspto-grants-2010_10
Patent number
US07820649B2

Reaction notes

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