HCID 69365961, compound → HCID 83779819, compound

HRID 2284677Notes

Reaction equation

HRID 2284677 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>O1CCCC1.CO.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([N:10]2[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 1

HCID 69365961HCID 69365961, compound

Product 1

HCID 83779819HCID 83779819, compoundYield 88.2%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 10% palladium-carbon (10 mg), a solution of tert-butyl 4-(3-nitrophenyl)-1,4-diazepane-1-carboxylate (C27, 15 mg) in tetrahydrofuran (2 mL) and methanol (2 mL) was added at room temperature, and the mixture was stirred at the same temperature for 1 hour under a hydrogen atmosphere. The insoluble matter was removed by filtration through Cerite, and then the solvent was evaporated under reduced pressure to obtain tert-butyl 4-(3-aminophenyl)-1,4-diazepane-1-carboxylate (C28, 12 mg).

Workup

  1. customThe insoluble matter was removed by filtration through Cerite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-67452f353bf34727b75bc63202b0da1b
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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