HCID 86679424, compound → HCID 86679425, compound

HRID 1776468Notes

Reaction equation

HRID 1776468 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]([CH3:16])[C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:5][C:4]=1[N+:19]([O-])=O>CCOC(C)=O>[NH2:19][C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][C:3]=1[O:2][CH3:1])[CH2:7][N:8]([CH3:16])[C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12]

Participants

3

Reactant 1

HCID 86679424HCID 86679424, compound

Product 1

HCID 86679425HCID 86679425, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Tert-Butyl 4-methoxy-3-nitrobenzyl(methyl)carbamate (333 mg, 1.124 mmol) was dissolved in EtOAc (20 ml), Pt2O (33 mg, 0.145 mmol) was added, and the mixture was hydrogenated in a Parr apparatus at 20 psi for 3 hours. The solution was filtered and evaporated to dryness to give tert-butyl 3-amino-4-methoxybenzyl(methyl)carbamate (265.3 mg, 0.996 mmol, 89% yield, MS/ESI+ 289.2 [MNa]+) that was used in the next step without further purification.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-8bfb1dc770db480c9729ddf1aae6b66b
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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